<h1>Siesta Key Resorts</h1>

Siesta Key Resorts

    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • 7
    • 8
    • 9
    • 10
    • 11
    • 12
    • 13
    • 14
    • 15
    • 16
    • 17
    • 18
    • 19
    • 20
    • 21
    • 22
    • 23
    • 24
    • 25
    • 26
    • 27
    • 28
    • 29
    • 30
    • 31
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • 7
    • 8
    • 9
    • 10
    • 11
    • 12
    • 13
    • 14
    • 15
    • 16
    • 17
    • 18
    • 19
    • 20
    • 21
    • 22
    • 23
    • 24
    • 25
    • 26
    • 27
    • 28
    • 29
    • 30
  • Search hotels

Check other Siesta Key hotels

Breakfast

8.8/10Very Good100 Reviews
Siesta Key Siesta Key|2.13km from city center
The room and location was fabulous. Check in was 4pm but the room wasn't ready till 5 yet they wouldn't give us any tim after check-out time.
From€382
8.8/10Very Good100 Reviews
Siesta Key Siesta Key|1.33km from city center
With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 9.1 mi (14.6 km) from St. Armands Circle and 10.8 mi (17.4 km) from Lido Beach.Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Mediterranean apartment also features complimentary wireless internet access, concierge services, and a picnic area.Free self parking is available onsite.Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. 57-inch flat-screen televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.
From€275
9.8/10Outstanding48 Reviews
Siesta Key Siesta Key|1.36km from city center
The tans may fade, but the memories will last forever…When looking for the perfect place to stay for your next Siesta Key vacation, there is no better place than the Inn on Siesta Key – where you will experience vintage Florida with all of its coastal charm! Nestled in the heart of Siesta Key, our quiet tropical oasis features six comfortable suites that are perfect for a relaxing getaway. The Inn is within walking distance to shops and restaurants in Siesta Key Village and we are just steps away from America’s #1 ranked beach, located along the sparkling Gulf of Mexico. For a more secluded alternative, unwind by our heated pool.While there are plenty of choices for hotels and accommodations, there is only one place to stay in Siesta Key that captures the true essence of historic beach life. No other motel or resort captures the charm of old Florida cottages quite like the Inn on Siesta Key.Whether you’re looking for a fun-filled family vacation, a romantic weekend or a honeymoon retreat, we have the perfect accommodation to suit your needs. With a full range of amenities, you’ll have all the comforts of home without any of the hassles.The Inn on Siesta Key: Where every hour is happy.
From€421
0/100 Reviews
Siesta Key Siesta Key|1.82km from city center
The Lulu's Key House Loggerhead 2/2 Upstairs provides a great place for travelers to relax after a busy day. The Lulu's Key House Loggerhead 2/2 Upstairs offers a pleasant stay in Siesta Key for those traveling for business or leisure. Sarasota Bradenton International Airport is located approximately 18km away and Venice Train Depot - Public Boat Ramp around 27km away. In their spare time, guests can explore the hotel's surroundings.
SOLD OUT
6/100 Reviews
Siesta Key Siesta Key|1.85km from city center
Nice house as is renovated to January-2025 and there is new kitchen , bathroom, furniture and beds and private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach. Canal on the backyard there you can relax and fishing or have your barbecue. Perfekt place for you and your family.About pets: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: 25.About events:No events allowed.
SOLD OUT
9.1/10Great42 Reviews
Siesta Key Siesta Key|1.31km from city center
With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This vacation home is 9.1 mi (14.7 km) from St. Armands Circle and 10.8 mi (17.3 km) from Lido Beach.This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby.Free self parking is available onsite.Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.
From€278
9.8/10Outstanding0 Reviews
Siesta Key Siesta Key|1.77km from city center
ONE OF A KIND PROPERTY four blocks from SIESTA KEY Beach so,pack up your cooler, and all your beach supplies, and take the short walk(400 yards directly on to the #1 Rated Beach in America! (we supply bikes, umbrellas, chair, cooler and paddle board)After you make some memories at the beach, walk 200 yards down to Siesta Key Village and grab a bite to eat, a drink, or catch some live entertainment from one of the many talented musicians playing at numerous locations. This property comfortably sleeps 8 people with a three bedroom, three bathroom, an office that can be use as bedroom and two large couches.Two garage plus a lot parking space, WIFI,, cable and a patio with a Jacuzzi, that fits eight people. Kick off your shoes and relax because with this rental you get the best of everything!!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 minBookingAge:Minimum age to rent: 25.About events:No events allowed.
SOLD OUT
9.8/10Outstanding0 Reviews
Siesta Key Siesta Key|0.48km from city center
Jamaica Royale - Villa Unit #84Welcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key as one of his top five choices for beautiful beaches over the last several years.Jamaica Royale, overlooking the Gulf of Mexico, welcomes you to its beautiful white quartz sands and private beaches. The complex offers 3 pools, 2 BBQ areas and plenty of parking. Jamaica Royale is perfectly located to enjoy all that the Key offers. A free trolley is available in front of the complex or its a 20 min walk to the village where there are plenty of restaurants, lively bars hosting local music acts and delicious ice cream shops. There is on site management and security. Guests in this unit will find themselves on the amazing Siesta Key beach in just two hundred steps. And for those who choose a day of playing with tubes and noodles, Jamaica Royale has three conveniently located heated swimming pools. Rentals range from one week to an entire season in this recently updated, ADA compliant one story villa that offers two generously sized bedrooms (plus a living room sleeper/sofa) that allows for up to six guests. The primary bedroom has a king bed and full bathroom with walk-in shower. The second bedroom has new full size beds. An eat-in kitchen with a microwave, an oven and a Keurig coffee pot, an in-unit washer and dryer, tv's in both bedrooms and a fresh and lively living area with a brand new television all make this unit seem like your home away from home. A patio on the garden side of the complex allows for lounging with your morning coffee or late afternoon cocktails. The location is ideal for watching amazing sunsets, walking or driving into Siesta Key Village with its fabulous restaurants and daily music, renting boats, para-sailing, paddle boarding, kayaking or just staying back, reading and relaxing. There are other options for getting around the key: Siesta Trolley and numerous other shuttles that usually work just on tips. Downtown Sarasota, a 15 minute drive, provides restaurants to tempt every taste bud. Enjoy a sunset cruise on Le Barge in Sarasota Bay. There is always fabulous entertainment at the Van Wezel, the symphony, the opera or one of the many wonderful jazz restaurants.This is a vacation you will not soon forget.The front office is open Monday - Saturday from 9:00am - 5:00pm. If you are arriving after hours or on Sunday please let us know ahead of time so we can coordinate getting your keys, parking pass, instructions and wrist bands upon arrival. There is a lockbox that will have all of your necessary information and we can provide the code.You can also visit www.jamaicaroyale.com for further property details.Siesta Seaside Services has officially begun to manage Jamaica Royale beach chairs for our beach. Siesta Seaside Services also offers rentals of beach chairs w/umbrellas, beach cabanas, stand alone beach umbrellas, and beach tents. Jamaica Royale’s beach chairs will continue to be available for use at no charge. If you are interested in renting items from Siesta Seaside Services or have any questions, please reach them by phone at 941- 702-5399 or visit their website at www.siestaseaside.com.Please remember to bring your own beach towels as unfortunately we don't have them available in our unit!Please note during high season and holidays bookings must have a Saturday arrival / or departure. If you have questions on possible dates please inquire and we can immeditally check availability.Thank you and enjoy our home.Pam and DanPS: We take great pride in providing a tremendous experience at our home and hope you enjoy beautiful Siesta Key as much as we do.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:The front office is open between 9:00am - 5:00pm Monday - Saturday. If you are arriving after hours or on Sunday please let us know in advance.Rentals are from Saturday to Saturday during prime season and around holidays. If you have another request please inquire and we will do our best..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
/100 Reviews
Siesta Key Siesta Key|1.88km from city center
Welcome to the Tropical Oasis HouseTucked away in a peaceful residential neighborhood, just minutes from the sandy shores of Siesta Key Beach and Village, this beautifully decorated 3-bedroom, 2-bathroom pool home is the perfect getaway for up to six guests. It’s a place where comfort meets relaxation, offering you a private oasis to unwind and feel at home.From the moment you step inside, you’ll be greeted by warm, inviting spaces and a stunning wall-to-wall view of the outdoor patio and pool area. The sliding pocket doors open fully, allowing the gentle island breeze to flow through, creating the perfect blend of indoor and outdoor living. The open floor plan is designed with cozy decor throughout, featuring soft, neutral tones, warm lighting, and thoughtfully chosen furnishings that create an atmosphere of comfort and charm. Fully stocked kitchen has everything you need to cook a delicious meal, while the cozy dining area seats six—perfect for sharing meals and making memories. The living room offers plenty of plush seating and a TV for movie nights. For book lovers, cozy leather couch perfect for curling up with a good read and a cup of coffee.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.MUST be monitored at all times, and in/around pool.About customRules:No smoking in the house or garage.City Ordinance: Quiet hours 9pm - 8am,Only registered guests are allowed to stay on property.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
/100 Reviews
Siesta Key Siesta Key|1.91km from city center
SOLD OUT

Show more

Hot spring

8/10Very Good0 Reviews
Siesta Key Siesta Key|0.37km from city center
With a stay at this condo, you'll be centrally located in Siesta Key, within a 5-minute drive of Siesta Key Beach and Crescent Beach. This golf condo is 9.4 mi (15.2 km) from St. Armands Circle and 11.2 mi (18 km) from Lido Beach.Take advantage of recreational opportunities offered, including an outdoor pool, an outdoor tennis court, and a fitness center. Additional amenities at this condo include complimentary wireless internet access, tour/ticket assistance, and barbecue grills.Featured amenities include complimentary wired internet access and laundry facilities. Free self parking is available onsite.Your condo features a Smart TV. Complimentary wireless internet access is available to keep you connected.
SOLD OUT
/100 Reviews
Siesta Key Siesta Key|0.85km from city center
Welcome to your perfect beach getaway! Our beautifully appointed condo is just steps from Beach Access 11, putting you right across the street from the world-famous white quartz sands of Siesta Key Beach. Whether you want to spend your days soaking up the sun or taking peaceful evening strolls along the shore, you couldn’t ask for a better location.Beyond the beach, you’re just a 15-minute walk (or a quick shuttle ride) to the charming Siesta Key Village, where you’ll find lively restaurants, boutique shops, and a fun nightlife scene. Enjoy the best of both worlds, relax by the ocean by day and explore the vibrant village by night! You'll also have access to a gated parking lot with your own designated spot, so coming and going is a breeze.Inside, our quiet and private condo offers everything you need for a comfortable stay. With no neighbors above or on any side, you’ll experience true peace and relaxation. Our newly upgraded furnishings include a luxurious sleeper sofa, while the high-end bedding ensures a restful night’s sleep. The fully equipped kitchen has everything you need to cook meals at home, whether it’s a quick beachside breakfast or a full dinner after a day in the sun.For entertainment, enjoy brand-new TVs, including a large screen in the living room and a 32" TV in the master bedroom, plus secure wireless internet, cable TV, and local phone service for your convenience. But one of our favorite features? The breathtaking view from the indoor sunroom. Start your morning with coffee while gazing at the Gulf of Mexico, or unwind in the evening with a game of cards as the sun sets over the water.To make your stay even easier, we provide information on local grocery delivery and the “tip-only” taxi service that operates on the island so you can focus on relaxing, not logistics.We are confident you’ll love your time in Siesta Key, and this condo will exceed your expectations!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
/100 Reviews
Siesta Key Siesta Key|1.24km from city center
Get ready to relax in this 2-bedroom condo in Siesta Key. This welcoming property offers all the essentials for a comfortable stay, including heating, WiFi, and a washing machine. With a brilliant location and cozy atmosphere, guests will feel right at home during their vacation. It's easy to see why you'll be able to unwind at our place.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 minBookingAge:Minimum age to rent: 18.About events:No events allowed.
SOLD OUT
9.8/10Outstanding0 Reviews
Siesta Key Siesta Key|0.13km from city center
Located in Siesta Key, this condo is within a 15-minute drive of Siesta Key Beach and Sarasota Memorial Hospital. This condo is 9.8 mi (15.7 km) from St. Armands Circle and 11.3 mi (18.2 km) from Lido Beach.Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.Free self parking is available onsite.Make yourself comfortable in your condo. Conveniences include a washer/dryer and an iron/ironing board.
SOLD OUT
0/100 Reviews
Siesta Key Siesta Key|2.09km from city center
With a stay at this condo, you'll be centrally located in Siesta Key, a 1-minute drive from Siesta Key Beach and 8 minutes from Sarasota Memorial Hospital. This beach condo is 8.4 mi (13.6 km) from St. Armands Circle and 10.2 mi (16.4 km) from Lido Beach.Don't miss out on recreational opportunities including an outdoor pool and an outdoor tennis court. Additional amenities at this condo include complimentary wireless internet access and tour/ticket assistance.Featured amenities include complimentary wired internet access and laundry facilities. Free self parking is available onsite.Make yourself comfortable in your condo, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected.
SOLD OUT
9.6/10Amazing0 Reviews
Siesta Key Siesta Key|0.75km from city center
Welcome to The Palm Bay Club on Siesta Key BeachEnjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C .Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slipsAbout 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
9.6/10Amazing0 Reviews
Siesta Key Siesta Key|0.4km from city center
The unit is a 2 bedroom, 2 bath with a King Posturpedic bed in the master bedroom, Second bedroom has a Queen bed .Each bedroom has a private full bathroom. Bathroom 1 has a tub/shower combination, comfort height toilets, beautiful tile with that beachy feel . Bathroom 2 has a walk-in shower, comfort height toilet , tasteful tile with glass doors . Our unit is spacious , clean, bright with an open concept . The kitchen has been updated with beautiful cabinetry, and supplies for all of your cooking needs. Side by side refrigerator,flat top stove ,microwave, K cup coffee maker. The living room is has plenty of seating , flat screen TV and a full pullout sofa bed in the living roomPrivate Washer and dryer in the unitProfessionally run condo resort . Unit is professionally cleaned after every guest, to ensure the cleanest experience upon arrival.2 parking spaces are directly behind unit ;easy to unload all of your belongings.1st floor unit, 1 story building, no neighbors above or below for you to worry about being noisy :)Common BBQ grills on the resortAbout 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 minBookingAge:Minimum age to rent: 25.About events:No events allowed.
SOLD OUT
9.4/10Amazing0 Reviews
Siesta Key Siesta Key|1.92km from city center
SOLD OUT
9.2/10Great0 Reviews
Siesta Key Siesta Key|0.63km from city center
Newly renovated gated beach access apartment with a pool. This is a four bedroom and two bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated section of the Siesta Key beach that only residents on this street have access too.The house was completely updated and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.Amenities Included:- Private pool for guests only at our quadplex- Key fobs to the gated beach only a short walk to the beach- New sheets, towels, pillows, comforters, etc.- Soap and shampoo- Roku TV, able to login to all of your different streaming services- Netflix subscription included at the house- Beach chairs and toys- Super fast internet/wifi- Washer and dryer- Full size kitchen with all the essentials and a Keurig machine- Gas powered grill- Lots of outdoor seating by pool and patioThis property sleeps up to 10 guests. There is a king bed in the master bedroom. A queen bed and two XL singles (as long as a queen, easier for adults to fit in) in the bedroom next to the master. In the two bedrooms by the front door there are two XL singles in the one and a full size bed in the other. The living room has a pullout queen sofa bed.Great entertaining place with lots of space! Great for family's, large groups of friends, company trips, or whatever it may be where you need a lot of space and beds. The open floor plan lets you really enjoy the whole space. The large living room has lots of seating with our brand new furniture. There is lots of natural lighting shining into the open floor plan through the large glass doors that overlook the pool.Property Rules:- No parties are allowed. - No pets allowed.- Quiet hours are after 10:00 pm and until 7:00 am. This is to respect the other guests in the other apartments. Loud noise between these times is not allowed.- As a disclosure there are security cameras located on the outside of the property. They are there for your security. They are only on the outside of the property.- There must be someone aged 25 years or older present at all times that is apart of your group that is staying in our apartment. - You must also report in your reservation the accurate amount of guests that will be staying in the unit. - You are not allowed to have any guests come that are not registered as part of your reservation without the written consent of the owner/manager.- No more then the maximum amount of guests are allowed to book this apartment without the written consent of the owner/manager.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours are after 10:00 pm and until 7:00 am. This is to respect the other guests in the other apartments. No loud noise between those times..As a disclosure there are security cameras located on the outside of the property. They are there for your security.,You must report in your reservation the accurate amount of guests that will be staying in the unit..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.Parties are allowed if you make the owner aware..
SOLD OUT
0/100 Reviews
Siesta Key Siesta Key|2.12km from city center
With a stay at Luxe 3BR Siesta Key Home Pool in Siesta Key, you'll be a 2-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This guesthouse is 8.6 mi (13.8 km) from St. Armands Circle and 10.3 mi (16.6 km) from Lido Beach.This guesthouse features hiking/biking trails nearby.Free self parking is available onsite.Make yourself at home in one of the air-conditioned rooms featuring fireplaces. Kitchens are outfitted with refrigerators, ovens, and stovetops. Complimentary wireless internet access is available to keep you connected. Conveniences include microwaves and washers/dryers.
SOLD OUT

Show more

Family friendly

/100 Reviews
Siesta Key Siesta Key|1.24km from city center
When you stay at this condo in Siesta Key, you'll be next to a golf course, a 2-minute drive from Siesta Key Beach and 7 minutes from Turtle Beach. This golf condo is 10.2 mi (16.4 km) from St. Armands Circle and 11.8 mi (19 km) from Lido Beach.Take in the views from a garden.Make yourself comfortable in your condo, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a ceiling fan.
SOLD OUT
10/10Outstanding0 Reviews
Siesta Key Siesta Key|1.41km from city center
Chloe’s Villa is a roomy (960 sq ft) one bedroom/one bathroom Eco Friendly standalone house located within the Polynesian Gardens community. Max occupancy of 4 people. There is no smoking allowed on the property. This villa has been updated in 2025 with smart TV’s, HE front load washer/dryer, outdoor shower, stocked kitchen (utensils), brand new hybrid mattress and a High Efficiency hvac system to keep you cool/warm at the touch of a button. Villa features a new fridge with ice maker/water, microwave, hot water heater, induction oven, dishwasher, shower and LED lighting. Beach items include a wagon, umbrella, chairs, and towels. You have your own private back patio complete with BBQ grill and natural live oak umbrella. Test your skills with our new Tiki Toss Game! ½ mile or 20 min walk to beach access #12, local shops, restaurants, and full-service marina/watercraft rentals. A heated pool awaits as well as the cool vibe of Siesta Key and the world's best beach voted #1 in the world according to Trip Advisor members! You must bathe in one of the famous Siesta Key Beach sunsets or attend a weekly drum circle. Check out this video by Joseph Hodgins on Siesta Key and the surrounding area - https://www.youtube.com/watch?v=2ASMyqSuA1I Fishing pier on premise for killer sunrises or tossing in a fishing line. NEARBY ATTRACTIONS: Fly into either Tampa or Ft. Myers – we’re just over an hour from either airport. It’s only 2.5 hours to Orlando (Disney, MGM, Universal Studios and Sea World). It’s about an hour to Tampa (Busch Gardens, NFL and NHL). Sorry, no pets (service dogs welcome). Host fluent in German and Spanish.About pets:No pets allowed.About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About customRules:1st responder rebate of 5% off the base room rate with active ID for military, police, fire and EMS. Room must be booked by responder..No motorcycles or large trucks. Parking pad holds 2 mid sized cars or one full size truck/suv..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
10/10Outstanding0 Reviews
Siesta Key Siesta Key|0.68km from city center
Escape to Siesta Key and enjoy our cozy ground floor condo, just steps away from a private beach. This fully equipped one-bedroom, one-bath unit comfortably sleeps four with a queen pull-out sofa. Amenities include smart TVsl, on-site laundry, and free assigned parking and Wi-Fi. Perfectly located between Siesta Key Village and the shops at south bridge, with easy access to restaurants, bars, stores, and the free trolley. Book now for a dream vacation on the world-famous Siesta Key Beach! - The kitchen is fully equipped with all the essentials including new dishes, pots and pans, coffee maker, toaster, fridge, cookware, glasses, silverware, etc.- The bedroom has a king sized bed , dresser and flat screen tv.- The living room includes a pull-out queen sofa bed, comfortable chairs and flat screen cable tv.- Sizeable vanity top for bathroom essentials - we provide beach chairs, beach umbrellas, beach towels, a cooler, frozen ice packs, beach toys for kids and a beach cart to easily carry things to the beach.- Convenient free parking right outside the front door. Please note trailers or RVs are not allowed.- The condo is on the gulf side a minute's walking to the world famous white sand beach, Chairs/loungers are available at the private beach.- Convenient ground floor condo, no need to climb stairs.- Laundry facilities are on-site. - Access to temperature controlled pool.- Quiet and safe dead-end street makes it ideal for safety. No through traffic.-The free trolley takes you from one end of the island to the other.If you are interested in paddle boarding, parasailing, jet-skiing, scootering, you can find nearby rental facilities. Siesta Key provides activities during the day as well as a great nightlife with live music, outdoor beach bars and terrific weather year round. Siesta key also provides fabulous restaurant options that you don’t want to miss.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:- no parking allowed for boats, motorcycles, RV's, trailers, ATV's.- Golf cart is allowed only if you don't have a passenger vehicle..Private beach requires wristband, except for kids under 12. No wristband needed for the public beach close to water.,Please be mindful of beach access key fobs and wristbands; lost items results in an extra charge of $100..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
8.6/10Very Good100 Reviews
Siesta Key Siesta Key|1.88km from city center
Love this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world.
From€440
9/10Great19 Reviews
Siesta Key Siesta Key|0.93km from city center
Perfect for Couples! Max 2 Guests + 1 CarWorth every penny — this is Siesta Key’s best value, just steps from the Gulf.Looking for the perfect romantic getaway?This cozy beach cottage is all about location and value — just across the street from the #1 beach in the USA and within easy walking distance to restaurants, bars, shops and live music in the Village.No car needed — everything is right here, but free parking is available if you bring one!It’s perfect to pop back to the cottage for a quick break from the sun, grab a snack or refill your cooler. The safe, quiet neighborhood makes it extra relaxing — ideal for couples or honeymooners.✔️ Direct beach access — just cross the street!✔️ Romantic, cozy and freshly renovated.✔️ Walk everywhere — no car needed.Bedroom: Queen Bed (Sleeps 2)Living Room: Sofa Bed (Sleeps 1 if needed)Got questions? Just ask — I’m happy to help you plan a perfect stay in Siesta Key!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Pet size limit!less than 10 lbs!!.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:pet size limit!less than 10 lbs!!If you have a service dog! you must register it, and there is a fee! and it cannot be larger than 10 pounds!!.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
8/10Very Good0 Reviews
Siesta Key Siesta Key|0.85km from city center
Come enjoy this beautiful end unit condo, over seeing unobstructed views of west coast Florida’s premier white sandy beaches.Amenities such as a gourmet kitchen with high-end appliances, modern furniture, and flat screen TVs throughout.Enjoy the wrap around patio and it’s views.Complex includes barbecue amenities on the ground floor free on site parking and easy access to the beach.All check in and check out procedures are provided in a binder in the unit upon arrivalAbout 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: 25.About events:No events allowed.
SOLD OUT
8/10Very Good0 Reviews
Siesta Key Siesta Key|1.95km from city center
With a stay at this apartment in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This apartment is 8.7 mi (14.1 km) from St. Armands Circle and 10.3 mi (16.6 km) from Lido Beach.Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.Free self parking is available onsite.Make yourself comfortable in your apartment. Conveniences include a washer/dryer and an iron/ironing board.
SOLD OUT
9.4/10Amazing4 Reviews
Siesta Key Siesta Key|1.76km from city center
Combination Duplex 3 Bedroom 2 Bath per unit With a balcony overlooking the pool area and canal road , this 6-bedroom home is within strolling distance of the island’s best beaches, dining, shopping, and entertainment. Vaulted ceilings, an open multilevel floor plan, and breezy beach décor contribute to the space’s fresh, serene feel.​Upon entry, immediately ascend to the main (second) floor. In the master bedroom, located on this main floor, you will find a king-sized bed with quality linens. An updated full bath is conveniently situated next to the master bedroom. Also on the main floor, the kitchen is equipped with modern cabinets, granite countertops with a sleek tile backsplash, and stainless steel appliances. Adjoining the kitchen is the dining area, which comfortably seats six and opens up to the great room. This spacious living area features sliding glass doors that open up to the balcony and 20-foot ceilings with ceiling fans. The flatscreen TV features cable with upgraded sports packages and a dvd player. Stairs lead up to the top floor, where there are two more well-appointed rooms—one with a king-size bed and the other with two queen-size beds. Between the rooms is a full bathroom with a tub/shower combo. This beach house is located along a quiet, meandering street dotted with palm trees, and is just 300 steps or approximately a 3 minute walk to Siesta Key’s Beach Access #7 and a short 3-4 minute stroll to the village for shopping, dining, and entertainment. With attractions within easy walking distance and the local airport an affordable cab drive away, a rental car is not necessary, although convenient driveway parking for is offered. There are 2 parking spaces for the unit and you can fit up to 4 cars if you double park. A paved walk borders the driveway and leads to the home’s private entrance, as well as the entrance to the adjoining unit. Continue following the path to access the secluded, pool area where each unit has a private cabana, it's own dining table and chairs, and barbecue grill.The distinctive combination of open concept interior and expansive outdoor gathering area makes this home ideal for families and groups of friends looking for a relaxing beach getaway.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
9.6/10Amazing52 Reviews
Siesta Key Siesta Key|1.67km from city center
Look no further, you have found your Luxurious Penthouse Condo Rental at 705N in Crescent Arms! Located directly on the sparkling white sandy beach of Crescent Beach. Feel confident booking my unit for your vacation. When you arrive at my condo, if it's not perfect and exactly as it is listed, I will do what ever it takes to make your stay extraordinary. My cleaning staff follows the CDC guidelines for cleaning, and I have allocated enough time in between guests checking in and out of my condo to thoroughly disinfect and clean the condo. The condo is completely renovated with all new kitchen appliances, and cabinets, new living room and bedroom furniture, solid core doors and freshly painted throughout, as well as updated/renovated bathrooms. It's beautifully appointed and absolutely immaculately clean! I don't treat my condo as a rental, which means I purchase items like bedding that I would want as if I lived there every day. The condo has Saatva mattresses, pillow toppers and pillows on all of my beds to give you an amazing nights sleep. I can't tell you how many guests text me after their stay asking me where they can purchase the bedding for their home because they had such a wonderful sleep experience! Another amenity you won't find in many condo's on Siesta Key is carpet! Would you have tile on every floor in your house? Then don't settle for cold tiled floors for your vacation retreat! The condo also comes with a third twin bed, and fits perfectly between the current twin beds. Or pull the two twin beds together, and with a specially made harness that keeps the beds together while covering up the gap, you have a comfortable queen bed! Have Kids? The flat screen TV's in each bedroom, as well as in the living room will keep them busy when you are looking for some down time. The XBox gaming system is a complete hit with the kids, and lets parents unwind quietly! (Can you tell I have two boys) :)Wireless Internet Access: Wireless Internet Access if Free.XBox Gaming System: Condo comes with an XBox gaming system and 15 games. There are a variety of games for all ages.There are two coin operated washers and dryers in a separate room just outside my unit door. If there were any closer, they would be in my unit!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
10/10Outstanding0 Reviews
Siesta Key|1.38km from city center
This stylish and spacious home is the perfect escape for families, couples, or friends looking to relax, recharge, and explore everything Sarasota has to offer. With 2 bedrooms (king + queen), a queen sleeper sofa, and space for up to 6 guests, everyone will feel right at home.Step inside to an open-concept living area filled with natural light, modern decor, and cozy touches throughout. The fully equipped kitchen has everything you need to whip up a meal or enjoy a morning coffee before heading out for a beach day..🛏️ BedroomsPrimary bedroom with king bed + en-suite bathroomSecond bedroom with a queen bedLiving room with a queen sleeper sofa☀️ Outdoor OasisYour private backyard pool is the true showstopper — perfect for a morning swim, afternoon lounging, or a peaceful evening under the stars. There’s also plenty of outdoor seating and space to unwind.📍 Location, Location!Just a short drive to Siesta Key Beach, you’ll have easy access to sun, sand, and stunning sunsets. You’re also close to great dining, shopping, parks, and more.✨ Extras You'll LoveFree parkingWasher & dryerFast Wi-FiFamily-friendly touchesA calm, quiet neighborhoodWhether you're here to relax or explore, this home is your perfect base for an unforgettable Sarasota stay.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 allowed: in designated areas.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.
SOLD OUT

Show more

5 star

9.1/10Great42 Reviews
Siesta Key Siesta Key|1.31km from city center
With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This vacation home is 9.1 mi (14.7 km) from St. Armands Circle and 10.8 mi (17.3 km) from Lido Beach.This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby.Free self parking is available onsite.Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.
From€278
/100 Reviews
Siesta Key Siesta Key|0.95km from city center
From€1,065
8.8/10Very Good100 Reviews
Siesta Key Siesta Key|2.13km from city center
The room and location was fabulous. Check in was 4pm but the room wasn't ready till 5 yet they wouldn't give us any tim after check-out time.
From€382
8.8/10Very Good100 Reviews
Siesta Key Siesta Key|1.33km from city center
With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 9.1 mi (14.6 km) from St. Armands Circle and 10.8 mi (17.4 km) from Lido Beach.Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Mediterranean apartment also features complimentary wireless internet access, concierge services, and a picnic area.Free self parking is available onsite.Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. 57-inch flat-screen televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.
From€275
9.8/10Outstanding48 Reviews
Siesta Key Siesta Key|1.36km from city center
The tans may fade, but the memories will last forever…When looking for the perfect place to stay for your next Siesta Key vacation, there is no better place than the Inn on Siesta Key – where you will experience vintage Florida with all of its coastal charm! Nestled in the heart of Siesta Key, our quiet tropical oasis features six comfortable suites that are perfect for a relaxing getaway. The Inn is within walking distance to shops and restaurants in Siesta Key Village and we are just steps away from America’s #1 ranked beach, located along the sparkling Gulf of Mexico. For a more secluded alternative, unwind by our heated pool.While there are plenty of choices for hotels and accommodations, there is only one place to stay in Siesta Key that captures the true essence of historic beach life. No other motel or resort captures the charm of old Florida cottages quite like the Inn on Siesta Key.Whether you’re looking for a fun-filled family vacation, a romantic weekend or a honeymoon retreat, we have the perfect accommodation to suit your needs. With a full range of amenities, you’ll have all the comforts of home without any of the hassles.The Inn on Siesta Key: Where every hour is happy.
From€421
8.8/10Very Good96 Reviews
Siesta Key Siesta Key|2.16km from city center
With a stay at Siesta Key Beachside Villas in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This beach hotel is 8.7 mi (14 km) from St. Armands Circle and 10.5 mi (16.8 km) from Lido Beach.Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area.The front desk is staffed during limited hours. Self parking (subject to charges) is available onsite.Stay in one of 17 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and washers/dryers, and housekeeping is provided daily.
From€346
8.6/10Very Good100 Reviews
Siesta Key Siesta Key|1.88km from city center
Love this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world.
From€440

Show more

Show more

Siesta Key Resorts review

See all
8.8/10
Very Good
GGreg Goetz
The room and location was fabulous. Check in was 4pm but the room wasn't ready till 5 yet they wouldn't give us any tim after check-out time.
Tropical Breeze Resort
Siesta Key, Siesta Key
8.8/10
Perfect100 Reviews
GGreg GoetzThe room and location was fabulous. Check in was 4pm but the room wasn't ready till 5 yet they wouldn't give us any tim after check-out time.
Price per night from:€382
8.6/10
Very Good
BBelinda High
Love this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world.
Siesta Key Beach Resort and Suites
Siesta Key, Siesta Key
8.6/10
Perfect100 Reviews
BBelinda HighLove this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world.
Price per night from:€440
aaaa