Islamorada Resorts
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Find Hotels in Islamorada
Islamorada|1.05km from city center
Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.
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From€303
Latest Price
Islamorada|0.69km from city center
A stay at The Caribbean Resort places you in the heart of Islamorada, within a 5-minute drive of Hurricane Monument and History of Diving Museum. This family-friendly hotel is 2.3 mi (3.7 km) from Bud n' Mary's Dive Center and 5.2 mi (8.4 km) from Founders Park.Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional amenities at this hotel include wedding services, a picnic area, and barbecue grills.Featured amenities include laundry facilities and an elevator.Make yourself at home in one of the 14 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private balconies or patios. LED televisions are provided for your entertainment. Conveniences include separate sitting areas and microwaves, and housekeeping is provided daily.
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29 Reviews
9.7/10
SOLD OUT
Islamorada|4.05km from city center
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village. This beach motel is 1.9 mi (3.1 km) from History of Diving Museum and 2 mi (3.2 km) from Founders Park.Relax on the private beach or enjoy other recreational amenities such as an outdoor pool. Additional amenities at this Art Deco motel include complimentary wireless internet access, concierge services, and gift shops/newsstands.A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM.Featured amenities include express check-out, luggage storage, and coffee/tea in a common area. Free self parking is available onsite.Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided on request.
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102 Reviews
7.3/10
From€161
Latest Price
Islamorada|3.29km from city center
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. This beach resort is 1 mi (1.7 km) from Hurricane Monument and 1.3 mi (2.1 km) from Florida Keys Brewing Co..Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and bicycles to rent. Additional amenities at this resort include wedding services and a picnic area. Guests can catch a ride to nearby destinations on the complimentary area shuttle.Take advantage of the resort's room service (during limited hours). Wrap up your day with a drink at the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee.Featured amenities include a 24-hour front desk and a water dispenser.Make yourself at home in one of the 55 individually decorated guestrooms, featuring kitchenettes with refrigerators and microwaves. Your pillowtop bed comes with Egyptian cotton sheets. Cable television is provided for your entertainment. Conveniences include phones, as well as safes and desks.
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102 Reviews
8.3/10
From€256
Latest Price
Islamorada|0.52km from city center
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery. This beach hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.2 km) from Florida Keys Brewing Co..Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands.Satisfy your appetite at Tides Beachside Bar, one of the hotel's 3 restaurants. Relax with a refreshing drink at the beach bar, the poolside bar, or one of 2 bars/lounges. Full breakfasts are available daily from 7:00 AM to 11:00 AM for a fee.Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Event facilities at this hotel consist of a conference center and 13 meeting rooms. Free self parking is available onsite.Stay in one of 114 guestrooms featuring Smart televisions. Rooms have private lanais. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
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101 Reviews
8.9/10
From€405
Latest Price
Islamorada|0.47km from city center
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum. This beach hotel is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1 mi (1.6 km) from Matecumbe United Methodist Church.Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands.A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM.Featured amenities include express check-out, multilingual staff, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 37 air-conditioned rooms featuring refrigerators. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.
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100 Reviews
7.8/10
From€256
Latest Price
Islamorada|1.91km from city center
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center.Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. This hotel also features complimentary wireless internet access and concierge services.Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM.Featured amenities include a computer station, a 24-hour front desk, and multilingual staff.Make yourself at home in one of the 60 air-conditioned rooms featuring microwaves and flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, designer toiletries, and hair dryers.
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104 Reviews
8.8/10
From€161
Latest Price
Islamorada|0.12km from city center
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center. This hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.7 mi (1.1 km) from History of Diving Museum.Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area.The front desk is staffed during limited hours. Limited parking is available onsite.Make yourself at home in one of the 20 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with showers are provided. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
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102 Reviews
8.8/10
From€114
Latest Price
Islamorada|4.18km from city center
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area.Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite.Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
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100 Reviews
8.8/10
From€264
Latest Price
Islamorada|3.2km from city center
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center. This beach hotel is 1 mi (1.6 km) from Hurricane Monument and 1.2 mi (1.9 km) from Florida Keys Brewing Co..Relax on the private beach or enjoy other recreational amenities such as an outdoor pool and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services.Take advantage of the hotel's room service. Need to unwind? Take a break at the bar/lounge, the beach bar, or the poolside bar for a tasty beverage.Featured amenities include limo/town car service, multilingual staff, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 26 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided daily.
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100 Reviews
9.0/10
From€452
Latest Price
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Breakfast
102 Reviews
Islamorada|4.05km from city center
The reception staff were lovely, so welcoming and helpful. Little heated pool and nice sun loungers, just missing some umbrellas to make it perfect. The outside grill was great to use and clean. Room didn’t get cleaned during our two night stay though… 🤷🏼♀️From€161
Very Good102 Reviews
Islamorada|3.29km from city center
The hotel was very comfortable and was very comfortable.From€256
Very Good104 Reviews
Islamorada|1.05km from city center
Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifiFrom€303
Very Good101 Reviews
Islamorada|0.52km from city center
Nice hotel rooms that you can drive up to. Nice amount of space—although the bathroom is very small. Pool area is ok, not enough umbrellas. Didn’t get water everyday despite being told it was included with the resort fee. The access to the sea isn’t great. Yoga was fantastic.From€405
Good100 Reviews
Islamorada|0.47km from city center
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum. This beach hotel is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1 mi (1.6 km) from Matecumbe United Methodist Church.Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands.A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM.Featured amenities include express check-out, multilingual staff, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 37 air-conditioned rooms featuring refrigerators. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.From€256
Very Good104 Reviews
Islamorada|1.91km from city center
The place is beautiful and very clean. There were a couple of hiccups but the hotel was quick to fix it. The only part that is upsetting is using on the amenities: fish rod, it kept tangling up. But overall, we will be returning. The breakfast was like no other.From€161
Very Good102 Reviews
Islamorada|0.12km from city center
Bella struttura ristrutturata sapientemente, stanza ampia ed accogliente, zona esterna bella e suggestiva soprattutto al tramonto.From€114
Very Good100 Reviews
Islamorada|4.18km from city center
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area.Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite.Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.From€264
Great100 Reviews
Islamorada|3.2km from city center
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center. This beach hotel is 1 mi (1.6 km) from Hurricane Monument and 1.2 mi (1.9 km) from Florida Keys Brewing Co..Relax on the private beach or enjoy other recreational amenities such as an outdoor pool and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services.Take advantage of the hotel's room service. Need to unwind? Take a break at the bar/lounge, the beach bar, or the poolside bar for a tasty beverage.Featured amenities include limo/town car service, multilingual staff, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 26 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided daily.From€452
80 Reviews
Islamorada|3.84km from city center
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum. This beach hotel is 2 mi (3.3 km) from Rain Barrel Village and 2.2 mi (3.5 km) from Founders Park.Enjoy recreational amenities such as an outdoor pool and a fitness center. Additional features at this hotel include complimentary wireless internet access, wedding services, and a picnic area.A complimentary continental breakfast is served daily from 9:00 AM to 11:00 AM.Featured amenities include a business center, complimentary newspapers in the lobby, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 20 guestrooms featuring refrigerators and microwaves. Rooms have private patios. 24-inch LCD televisions are provided, with cable programming available. Bathrooms have complimentary toiletries and hair dryers.From€368
Hot spring
Amazing100 Reviews
Islamorada|6.56km from city center
My husband and I stayed a week at the Ragged Edge Resort & Marina. We were delighted with the spacious apartment especially the two bathrooms. Our apartment had a well equipped kitchen, a counter for eating and a comfortable living area with a sofa and chairs. From the kitchen/living room window we had a beautiful view of the pier and ocean. The pool and pier area provided lots of space and lounge chairs for swimming, fishing and enjoying the sun. In the evening we used the resort's bicycles to tour the neighborhood. The staff at Ragged Edge were wonderful. They made sure we had everything we needed. There were many restaurants nearby but our favorite was ”Lazy Days”. We also took a day trip to Key West which was about 70 miles south of the resort.From€207
Amazing0 Reviews
Islamorada|12.11km from city center
Capt. Craig’s Guest Quarters -The Seahorse is a luxurious retreat located in Islamorada. Only 1 ½ hours from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From watersports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities.Freshly remodeled with the traveler in mind, enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.SOLD OUT
Very Good78 Reviews
Islamorada|3.71km from city center
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum. This hotel is 4.7 mi (7.5 km) from Windley Key Fossil Reef Geological State Park and 6.6 mi (10.6 km) from Anne's Beach.Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills.Featured amenities include laundry facilities and a safe deposit box at the front desk. Free self parking is available onsite.Make yourself at home in one of the 9 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and microwaves, and housekeeping is provided daily.SOLD OUT
0 Reviews
Islamorada|7.65km from city center
Experience Islamorada like a local in this 3-bedroom condo. This superb property features 2 queen beds and 2 bunk beds, perfect for families or groups of friends. With amenities like WiFi, AC, and a washing machine, guests can relax and unwind in this peaceful retreat. The 2 bathrooms come equipped with a hairdryer and shower for added convenience. There is also an outdoor area- and a BBQ are also a plus. A great place to call homebase while you're away, we hope you enjoy your stay.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|11.45km from city center
Ready for your dream vacation? Newly remodeled and gated waterfront home located in the fishing capital of the world. The comfortable home boasts 2 bedrooms 2 baths upstairs and a separate & private 2/1 downstairs with its own living area and kitchenette. An inviting patio overlooking the serene and private canal with only nature beyond, allows for great bbq opportunities. Observation deck on the roof provides beautiful sunset views. The 59 ft dock gives the ability for a short ride to the open bay and all the snorkeling, fishing and water sports you can handle. There is also quick ocean access through nearby Tavernier Creek. After a full day of fun in the sun you can either cook in the beautiful kitchen with gas stove or visit one of the fabulous eateries nearby where they will cook your fresh catch. Bring your boat or jet skis. There is a private Homeowners park with boat launch and small beach area.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.Renters assume risk of personal injury & damages..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|7.65km from city center
SNOW BIRD.. COME TO PARADISE. 2/2 with a Loft (can be a 3rd bedroom) beautifully located in the heart of the Florida Keys. Amazing sunset, great community pool and beach. Next to founders park with many amenities that can be used when staying at this home away from home. Boat access, slips and marina. Great pier for fishing and watching the best sunsets in the keys. Great family atmosphere with so many amazing restaurants to choose from. Ask owner for suggestions.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|7.92km from city center
Imagine waking up to warm ocean breezes, the gentle sway of palm trees, and the first golden light of the sun rising over the Atlantic. This is not just another day in paradise – this is your new way of living, breathing, and unwinding in the world-famous Florida Keys, known as the Sport Fishing Capital of the World. Whether your dream vacation includes world-class fishing excursions, snorkeling through coral reefs, paddling across turquoise waters, or simply relaxing in a private island oasis, your stay at our luxury resort-style 2-bedroom, 2-bath Seabreeze home promises an unforgettable experience.Perfect for Monthly Stays & Extended RetreatsThis property requires a minimum stay of 28 nights, making it perfect for:* Remote workers seeking serenity with high-speed internet* Retirees looking for extended winter escapes* Families wanting more than a vacation—those craving island living* Adventurers who want the Florida Keys lifestyle at their doorstepPet-friendly units are available upon request (please contact the resort for availability and approval).ABOUT THE HOMEThis 1,230 sq. ft. Seabreeze model has been intelligently designed to offer both privacy and connection, style and function, coastal elegance and home-like warmth. It’s not just a rental—it’s your very own island residence.Key Features:2 Bedrooms / 2 Full Bathrooms – One bedroom is located on the first floor (ideal for convenience), and the second is upstairs for ultimate privacy. Both living spaces offer sleeper sofas to accommodate the whole family.Loft Lounge & Wet Bar – The second-floor lounge features a sleeper sofa, wet bar, entertainment area, and opens to your private deck with spectacular Resort and Atlantic Ocean views.Fully Furnished, Coastal Inspired Décor – With a light, breezy tropical theme, each unit is individually decorated by its private owner, ensuring charm and uniqueness.Sleeps 6 Comfortably – Perfect for couples, families, or a group of friends.In-Unit Washer & Dryer – Convenience at your fingertips.Fully Equipped Kitchen – Stainless steel appliances, quartz countertops, farm sink, barn door pantry access, cookware, dishes, utensils, small appliances, and more.Private Balcony – Sip your morning coffee or evening cocktail while watching palm trees sway in the breeze and boats pass by on the horizon.Please note that exact furnishings may vary by unit as homes are privately owned and decorated. All units meet resort standards of comfort and quality.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|12.51km from city center
Best Home to Share with Family and Friends! This Beautiful Home consists of two levels. The ground level has a 3bedrooms 2 bathroom, the second level has a 2bedroom 2bathroom. You can rent one level for 1 couple or small group or both levels for two couples or larger group.- RATES ARE PER LEVEL ! - Each beautifully decorated, fully furnished with all the comforts of home away from home. Ample living, dining rooms, equipped modern kitchens, Granite Counter Tops, State of the art stainless steel Small/Large Appliances, central air, fans, WiFi, washer / dryer. Include all towels and linen.- Downstairs: Queen size bed in master bedroom, Queen size bed in 2nd. bedroom, 2 twin oversize beds In 3rd. bedroom. - Upstairs: Queen size bed master bedroom, Queen size bed second bedroom (option 2 over sized tween size beds)- Fenced Tropical back yard with gazebo sitting area, hammock, ample Patio, outside dining area, Tiki Bar by the Pool.- BRING YOUR BOAT or rent one! our 75’ dock has water/electric/hands free fish cleaning station, large gas BBQ grill and provides Immediate Access to the Bay, and through Tavernier Creek, Access to the Ocean in Just Minutes for all water sports and great fishing!- Our location gives easy access to Known beaches, Modern shopping center with supermarket, restaurants, movie theater, game room, pub, fast foods, post officeand hospital. Close to everything yet private and secluded.- Let Us Reserve Our Home and Do It All On Your Next Vacation In 'Parroteyes'. - This is not a party home. Only planed events and registered guess allowed.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Property not child prove at all- use at own risk!.About customRules:Only registered adults, children, boats and or watercraft’s and pets on property.Rental not transferable, all guests and visitors must be registered. Use at own risk.,No refunds for late arrival, early departure, no show.No refunds for bad weather, credit only if mandatory evacuations occurs.About checkIn:Check in after 4:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.SOLD OUT
Very Good3 Reviews
Islamorada|9.25km from city center
Discounted 3 to 6 months rentals. Plan your perfect getaways to paradise. 1/1 Fully Renovated Beautifully Designed Condo. Mm76 Sleeps 4. Boat dock equipped with water, electric & cleaning station as well as boat & trailer storage first come/ serve. 300k liability insurance required for boat. Private boat ramp also available. Enjoy all the community amenities pool, tennis court, pickle ball, shuffle board, corn hole, & life size tic tac toe. Building shares a washer & dryer. Bring home your Fresh Catch & prepare it in our fully equipped kitchen with all new appliances and a fully stocked for all your prep & cooking needs. We also provide a Weber gas grill. Condo is located on the 3rd floor. Minutes from the Famous Robbie’s and Anne’s Beach. Enjoy an array of restaurants , breweries, bars, shopping, fishing charters, dive & snorkel shops as well as weekly farmers markets. Islamorada full moon parties are always a great idea. Paradise FoundAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.SOLD OUT
Great0 Reviews
Islamorada|7.64km from city center
Just under 1.5 hours from Miami International Airport, you will find the beautiful gated community of Executive Bay Club. This townhouse has 3 bedrooms, 2 full baths, and a private patio with bbq. The unit has been beautifully renovated, decorated, and has all the comforts for a relaxing vacation. Amenities include a private beach, dock, pool, clubhouse, tennis courts, as well as 24 hour security. It is surrounded by amazing restaurants, shops, and spas. This vacation oasis is right next door to Founder's Park /Yacht Harbor and Marina. Whether you want a relaxing getaway or a vacation full of outdoor adventure, Islamorada Florida has the best of both worlds. Come stay with us and see for yourself!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.SOLD OUT
Family friendly
0 Reviews
Islamorada|10.87km from city center
Swim. Sleep. Repeat., at Manatee Manor. This 3-bedroom, 2.5-bath home on Plantation Key has something for everyone. Enjoy a drink by the tiki bar, rack ‘em up at the billiard table, or soak up some vitamin D next to the pool. With an entrance just off the carport, the downstairs offers a comfortable entertainment area complete with a billiard table that doubles as ping pong, a TV, and a half bath. Venturing up the stairs, the main living space has an open concept allowing guests to enjoy the kitchen, family room, and dining area all together. Off the family room is the primary suite which consists of a king bed, full bath, and walk-in closet. The two guest rooms are located along the hallway next to the dining area. The first guest bedroom has a bunk bed, offering both a full and twin bed. The second guest room at the end of the hall has a queen bed. Connecting the two guest rooms is a full bath as well as a laundry closet. Venturing out the sliding doors, off the family room, is the terrace with two hanging egg chairs as well as a table with stools for four. Using the spiral staircase, proceed down to the pool deck to enjoy grilling out or relaxing by the water. The dock includes a 10,000 lb boat lift and a floating dock for kayaks. This is a prime boater's location as you are provided direct access to the Florida Bay and quick access to the Atlantic Ocean through Snake Creek or Tavernier Creek. Cozy outdoor seating and string lights adorn the back patio, offering a lovely space to enjoy the island breeze at this Keys oasis.The surrounding area offers a diverse range of dining options from the delicious meals at Old Tavernier to the mouthwatering brunch at Made-to-Order and the happy hour at Mar Bar. Additionally, convenient shopping amenities can be found at Tavernier Towne Plaza just a short drive away. For more activities and exploration, Downtown Islamorada is a short distance south and Key West can be reached in a beautiful, two-hour drive, offering endless dining, shopping, and adventure opportunities. This location provides a perfect blend of relaxation and adventure for guests to enjoy during their stay.Have any questions? Feel free to ask away! Coastal Vacation Rentals of the Florida Keys is located in the heart of Islamorada and has a full office staff to ensure you have the best vacation possible.Cancellation Policy: A one-half (50%) deposit is required at the time of booking. This deposit is fully refundable, minus any non-refundable fees, if the reservation is cancelled at least 180 days before check-in. If the cancellation occurs within 180 days of the occupancy date, the one-half (50%) reservation deposit shall be non-refundable. The remaining balance is due 60 days prior to arrival, at which point the full reservation becomes non-refundable. However, if we are able to rebook the property for the same dates and rate, a full or partial refund may be issued based on the new booking.Instant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Coastal Vacations Rentals Vacation and Short Term Rental Agreement.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|1.82km from city center
Welcome to Wander Islamorada Beach, a luxurious three-story, six-bedroom beachfront property. Enjoy three living rooms, a social room, a beachfront terrace, a third-story oceanfront terrace, and a private pool. Nestled in a beautiful cove with a rare natural beach, this elegant home includes two paddle boards and two kayaks for your enjoyment.About pets:Pets allowed: dogs and cats less than 55 lbs per pet (limit 2 pets total).1 pet under 50 lbs or 2 pets under 25 lbs each..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|2.51km from city center
This unique home gives you the quintessential keys experience. Nestled in a small, quaint gated, private community with ocean views, the house rests on a privately owned cove which empties into the Atlantic Ocean. The cove contains much wildlife including our neighborhood manatees. The community pool overlooks the Ocean affording spectacular views. Alligator Reef can be seen from the pool area (great snorkeling and diving spot) a just a short boat trip away. You are within walking or biking distance of the famous Midway Café (midway between the top of the keys to the bottom), Square Grouper, Chef Michaels, and many outstanding restaurants. Shopping is right across the highway. The house itself affords you the luxury of a 4-bedroom and 3 full baths with the privacy of having separate space. There are two bedrooms, two baths, a kitchen and living room upstairs. Downstairs has two bedrooms, one large bath, kitchen and living room. The stairs to the upstairs are outside separating the two spaces. Amenities include an outside charcoal grill, hot tub which overlooks the cove and the ocean, a couple of bicycles, kayaks, a private dock, and paddle boards.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|7.64km from city center
This spacious, fully remodeled 3-bedroom, 2-bathroom loft townhome is located in the heart of Islamorada at the exclusive Executive Bay Club. Enjoy seamless indoor/outdoor living with a large private patio featuring a BBQ and outdoor dining area. Experience top-tier amenities, including a beach, freshwater pool, tennis/pickleball courts, and a marina (daytime use only) – all within a secure, gated waterfront community.Guests of Executive Bay Club enjoy unparalleled access to a variety of exceptional amenities that make for an unforgettable stay. Relax and unwind at our private on-site beach, take a refreshing dip in the freshwater pool, or challenge friends and family to a game of tennis or pickleball on our well-maintained courts. The Recreational Center offers fun for all ages, while our marina (available for daytime use) is perfect for those looking to enjoy the beautiful waters of Islamorada.Additionally, Founders Park, Islamorada’s largest and most scenic public park, is just steps away. Take a leisurely stroll through the park or enjoy a range of family-friendly activities, making it the perfect destination for both relaxation and adventure.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|13.67km from city center
This home is the definition of 'Keys' living. Situated on an oversized lot this 3 bedroom, 3 bath home offers 68 feet of dockage including a 10,000 lb. boat lift, a spacious wraparound porch overlooking the canal, outdoor entertainment area including a large tiki hut with TV. The main living area offers 2 bedrooms, 2 bathrooms, a well-maintained kitchen, and an open concept living area perfect for entertaining. With vaulted ceilings, multiple sliding glass doors, and expansive gable windows, this home feels light, bright, and airy. As a bonus, the downstairs offers a private studio apartment with a bathroom and private entry. Placed in one of the most desirable boating locations, you are minutes away from some of the best fishing spots in the world. Enjoying the natural beauty of the florida keys. Watch the sunrise from Anne's beach, enjoy an abundance of wildlife right in the canal with visiting manatees, parrotfish and pelicans. Only 5 Min By Boat To Atlantic Ocean And 15 Min To The World Famous Alligator Reef For Some Of The Best Snorkeling The Florida Keys Have To Offer. Located in one of Lower Matecumbe's favorite neighborhoods, Tollgate Shores is only minutes away from downtown Islamorada, Founders Park and Marathon. Anne's Beach - 6 min walkRobbie’s of Islamorada - 6 min driveFiesta Key - 7 min driveBud n' Mary's Dive Center - 10 min driveAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|9.52km from city center
Make yourself at home in this 3-bedroom Islamorada retreat. This charming house features 2 queen beds and 2 full beds, perfect for a peaceful getaway. With amenities like a washing machine and dryer, AC, and WiFi, guests can relax and unwind. The 2 full bathrooms offer generously sized tile showers. We hope you enjoy what our place and Lower Matecumbe has to offer.About pets:No pets allowed.About children:Children allowed: ages 13-17.About smoking:Smoking is not permitted.About events:No events allowed.SOLD OUT
Outstanding0 Reviews
Islamorada|9.26km from city center
This condo is located in your tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club.FYC is a 70-unit, gated community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offers 2 bedrooms with a balcony beautiful view of the Florida Bay, full kitchens with a dining island area, living rooms, and laundry. Protected dockage is available for boats up to 36 feet with easy ocean access through Snake Creek or Tavernier Creek. Dockage is extra.Amenities Include:Boat ramp and trailer storage available(ask if needed)Snorkeling beach and swimming areaFully equipped kitchensCable TV, InternetWasher/dryersLarge heated pool with a large sunbathing deckProtected marina and dockage for up to 36-foot boat (dockage is extra)Fish cleaning stationEasy ocean access2 Tennis courtsBasketballClose to shopping, dive shops, fishing charters, and great restaurants.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|9.41km from city center
Unwind in Tavernier at this delightful home. This charming property features 2 bedrooms - one with a king bed and the other with a bunk beds a full bed, a twin bed on top and twin bed trundle. With 2 bathrooms equipped with showers and hair dryers, guests can freshen up after a day of exploring. The living room offers additional space with a cozy sofa bed for relaxation. Kitchen is fully equipped with pots and pans, cooking utensils, dishwasher, stove, refrigerator and a wine cooler. Experience what Tavernier has to offer with a stay at our lovely home. Property has space to park trailered boat or jet ski. Closest boat ramps are Founders Park and Harry Harris Park. Our property is a 5 min drive to Founder’s Park. Founder’s park has a pool, beach area, marina, pickle ball and tennis courts, basketball, baseball fields and soccer fields. There is a fee to enter the park but with your renter agreement you can get a guest pass during your stay. It is a 15 min drive to Bud n Mary Marina a popular fishing charter place. It is a 7 minute drive to Tavarnier Creek Marina which offers boat rentals, snorkeling and scuba diving tours and Theater of the Sea marine park which offers swim with the dolphins and many other experiences! There are many restaurants within a 15 minute drive, such as Lorelei, Papa Joe’s, Crooked Palm, Twisted Shrimp. https://youtube.com/shorts/THWP25IZlU8?si=RWc__vSptxoTGiIUAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|12.22km from city center
Enjoy a peaceful stay at this 3-bedroom house in Islamorada. The bedrooms feature a queen bed, bunk bed, and king bed, ensuring a comfortable night's sleep for all guests. With amenities like a hair dryer, heating, AC, and iron, you'll have everything you need for a relaxing getaway. The 2 bathrooms offer a shower and jetted bathtub for ultimate relaxation. Experience the magic of Islamorada at our welcoming house. This home has over 75 foot dock. State of the art fish station. Come and relax with the whole family in luxury. Paddle board straight from the home while others stay in the pool or go fishing. The most peaceful backyard I have stayed in. This home is beautiful in and out and it's in the heart of Islamorada. Only minutes away from all the restaurants and stores.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.SOLD OUT
0 Reviews
Islamorada|7.65km from city center
Enjoy a warm winter in the Florida Keys at this beautifully furnished 3-bedroom, 2.5 bathroom townhouse with bonus loft at Executive Bay Club. You'll delight in having indoor/outdoor lifestyle from the spacious living room to the back patio. Washer and dryer in unit and TVs in every bedroom for your entertainment. Relax at the heated pool or enjoy the island life at the sandy beach while taking in those special sunsets. Other community amenities include pickleball, tennis, kayaks and a fishing pier. All bedrooms are on the second floor, with access by a spiral staircase. The first floor features kitchen, dining and living areas with access to the back patio. The primary bedroom has a king-size bed. The two guest bedrooms have a queen-size bed and a full-size bed, plus a bonus loft area with a full size bed.The back patio comes with a grill, chairs and umbrella for sunny BBQ days. There is a washer and dryer in the unit, and fast wireless internet.LOCATION & COMMUNITYThis is a private gated community with 24/7 security. Next door to Founders Park, you can enjoy amenities such as bike paths, baseball, soccer, basketball, a playground and a marina. Islamorada is known as the sport fishing capital of the world and you are close to many dive sites as well. Enjoy a paddleboard or kayak tour at one of the local outfitters, or take short drive to Morada Way Arts District to enjoy local art galleries and brewery.Please note:Our dock is great for fishing or seeing the manatees that often come by. The dock is NOT available for guest boats; it is just for pick-up and drop-off. Founders Park next door has a public boat ramp and marina.GROCERY STORES:Winn Dixie is located 4 miles north (around Mile Marker 91 in Tavernier), and Publix is located 4 miles south in Islamorada.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.SOLD OUT
5 star
Very Good101 Reviews
Islamorada|3.85km from city center
Ameracay is a very nice resort. It's not too far and easily accessible. It gas a nice tiki brand beach as well as a very nice courtyard with game areas and firepits.
The resort is in an area that has iguanas. These are harmless if left alone. Make sure yiu balcony door is shut so a curious iguana does not visit. You also should ve aware that in case of a cold snap, iguanas fall from trees. As long as they don't hit you in the head again they are harmless. Visited the outside bar fi a sandwich. Everything in the Keys cost more so prices are moderate. We shared a sandwich with no issues. The lobby area is very nice with suspended swinging chairs. Decorations are ”islandish” which is appropriate. There is a selfie wall which has keys mounted. There is also a wall mounted magnetic Scrapple game.
There are nice restaurants within walking distance. Both Midway and Lazy Boys were busy. If you go out for dinner, expect moderate wait.
Staff was exceptionally nice and helpful. The resort has a very snLl gift shop. Not much for men unless you need a bathing suit.
The only problem was the entire area was having water issues. There was no hot water in the room.
I would stay again. It's about half the cost of staying in Key West. There are places very close by if you want to plY in, on, or under the water. It may be possible to book a ride out to Alligator Reef Lighthouse via a service near by. Lots of places to hop on a fishing boat.
The water off Islamadora is a nationally protected coral reef. Make sure you know what you can and can't do on the reef.
The resort does not allow drone flying on property. You might be able to fly from a nearby bridge.
I will probably visit again.From€238
Great86 Reviews
Islamorada|0.34km from city center
With a stay at Casa Morada in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 9 minutes by foot from Keys History & Discovery Center. This beach hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.9 mi (1.4 km) from Florida Keys Brewing Co..Pamper yourself with onsite massages or enjoy recreation amenities such as an outdoor pool. Additional features at this hotel include complimentary wireless internet access and concierge services.Grab a bite from the snack bar/deli, or stay in and take advantage of the hotel's room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. A complimentary continental breakfast is served daily from 7 AM to 11 AM.Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage. Free self parking is available onsite.Make yourself at home in one of the 16 individually decorated guestrooms, featuring minibars and DVD players. Rooms have private balconies or patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have designer toiletries and hair dryers.From€397
Very Good101 Reviews
Islamorada|0.23km from city center
Its decent but its not easy to find in the evening or night when its dark. Would help if it has a bright sign for the Inn.
It has a pool at the back and you can hear the noise if people are partying out there but it seems to quiet down fortunately for us for the day we were there.From€162
Very Good70 Reviews
Islamorada|1.91km from city center
With a stay at Bayside Villas by Islander Resort, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co.. This beach hotel is 0.4 mi (0.7 km) from MoradaWay Arts & Cultural District and 0.5 mi (0.9 km) from Matecumbe United Methodist Church.Take advantage of recreation opportunities including an outdoor pool and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Getting to nearby attractions is a breeze with the complimentary area shuttle that operates within 1.5 miles.Satisfy your appetite at Tides Beachside Bar, one of the hotel's 3 restaurants. Quench your thirst with your favorite drink at the bar/lounge.The front desk is staffed during limited hours. Free self parking is available onsite.Make yourself at home in one of the 25 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your pillowtop bed comes with premium bedding, and all rooms are furnished with queen sofa beds. Rooms have private furnished balconies. 55-inch LCD televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected.From€464
Very Good100 Reviews
Islamorada|3.78km from city center
With a stay at Breezy Palms Resort in Islamorada (Matecumbe), you'll be within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park. This beach aparthotel is 1.3 mi (2.1 km) from Hurricane Monument and 1.5 mi (2.4 km) from Florida Keys Brewing Co..Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. This aparthotel also features complimentary wireless internet access, gift shops/newsstands, and tour/ticket assistance.Featured amenities include luggage storage, laundry facilities, and a safe deposit box at the front desk. Self parking (subject to charges) is available onsite.Make yourself at home in one of the 40 guestrooms, featuring kitchens with full-sized refrigerators/freezers and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided weekly.From€178
Great48 Reviews
Islamorada|6.67km from city center
With a stay at Treasure Harbor in Islamorada, you'll be within a 10-minute walk of Rain Barrel Village and Founders Park. This hotel is 0.5 mi (0.8 km) from Islamorada County Park and 2 mi (3.2 km) from Windley Key Fossil Reef Geological State Park.Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and a vending machine.The front desk is staffed during limited hours. Free self parking is available onsite.Make yourself at home in one of the 6 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided once per stay.From€309
Very Good102 Reviews
Islamorada|3.29km from city center
The hotel was very comfortable and was very comfortable.From€256
Very Good104 Reviews
Islamorada|1.05km from city center
Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifiFrom€303
Very Good101 Reviews
Islamorada|0.52km from city center
Nice hotel rooms that you can drive up to. Nice amount of space—although the bathroom is very small. Pool area is ok, not enough umbrellas. Didn’t get water everyday despite being told it was included with the resort fee. The access to the sea isn’t great. Yoga was fantastic.From€405
102 Reviews
Islamorada|4.05km from city center
The reception staff were lovely, so welcoming and helpful. Little heated pool and nice sun loungers, just missing some umbrellas to make it perfect. The outside grill was great to use and clean. Room didn’t get cleaned during our two night stay though… 🤷🏼♀️From€161
Islamorada Resorts review
104 Reviews
Islamorada
|1.05km from city centerGreat trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifi
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From€303
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Very Good
104 Reviews