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Best spot in Siesta Key Beach!
Beautiful Apartment w/Condo Hotel Services at Siesta Key Beach.
Fully equipped to spend the best holidays with your family or friends.
A condo apartment on the best spot in Siesta Key Beach.
A beach pool, a Shade pool, a gym, two pickleball courts, and three tennis courts are on site (2 clay, one hard).
Master bedroom with King bed. The Mattress is a SAATVA ORGANIC.
2nd room has two single beds and a double sofa bed in the living room.
1000 MB Internet. HD TV.
70" Smart TV LG (Netflix, etc.)
Nesspreso and Keurig Machines

The space
Modern and comfy apartment, up to 5 people.

Guest access
A whole apartment, private use.

Other things to note
It is an ideal paradise to enjoy the beach and three barbecues in front of the sea.
It is an unbeatable option for pickleball and tennis fans, with 2 Clay courts, 1 Hard Court, and 4 Pickleball courts.
The guest must pay the Condo the Cleaning fee of $ 125, plus a 7% state tax. There’s a semi-pro digital piano with wooden keys, in case you or your kids enjoy playing the piano.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.We have a Pack'n play. Bring your baby bed sheets..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.

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 events:No events allowed.

Jamaica Royale - Villa Unit #84

Welcome 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 Dan

PS: 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.

Welcome to Casa del Siesta, a stunning Mediterranean-style 3-bedroom, 3-bath home located just 2.5 blocks from the powdery white sands of Siesta Key Beach, consistently ranked among the best beaches in the U.S. Thoughtfully designed and beautifully furnished, this private retreat offers an elevated island experience for families and guests seeking comfort, tranquility, and refined style.

The home opens to light-filled interiors with serene canal views, high ceilings, and an airy open-concept layout ideal for gatherings. A loft overlooking the main living space enhances the sophisticated ambiance, while the seamless flow between living, dining, and kitchen areas invites effortless entertaining and relaxation.

Interiors are expertly curated with high-end furnishings from Restoration Hardware, Serena & Lily, West Elm, CB2, Pottery Barn, and Crate & Barrel, blending coastal elegance with modern comfort. Every detail has been selected to create a calm, luxurious atmosphere for your stay.

Outdoor living is equally refined. Enjoy your private pool and spa, relax on three balconies, or unwind by the water at your private dock, perfect for boating, paddleboarding, or savoring peaceful sunset moments.

A short stroll leads to Siesta Key Village, where boutique shopping, dining, and casual island charm await, while the surrounding neighborhood is ideal for walking, biking, and enjoying the laid-back coastal lifestyle.

Sleeping Accommodations:

Primary suite: King bed with en-suite bath
Guest bedrooms: Two queen beds, each adjacent to full bathrooms
Loft and living area: Queen sleeper sofas
Additional: Queen luxury air mattress available

Amenities include: beach chairs, towels, and select beach accessories for effortless beach days.

Casa del Siesta is ideal for families, couples, and discerning guests seeking a peaceful, upscale stay. Events, parties, and spring break–style gatherings are not permitted.

Approved pets are welcome with a $200 pet fee per pet.

Whether you’re enjoying mornings by the water, afternoons on Siesta Key Beach, or evenings by the pool and spa, Casa del Siesta delivers understated luxury in one of Florida’s most desirable beach destinations.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 customRules:For stays one month or longer, the electricity and water bill will be added for the duration of the stay..For stays one month or longer, a $500 deep cleaning fee will be charged..About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About events:No events allowed.

Cozy and inviting Siesta Key beach home on a cul-de-sec. This home features a relaxing heated pool. The interior is an open floor plan that allows you to connect with family and friends while preparing meals or just sitting at the bar having a morning cup of joe. There are 3 spacious bedrooms fully decorated and comfortable with linens.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.

Your cozy getaway awaits in Siesta Key at this beatiful vacation rental. With 7 bedrooms, 2 kitchen, game room, theater room, 5 bathrooms and 2 family room.
Private pool and 2 minutes walking to Siesta key beach. This tranquil retreat is perfect for guests looking to unwind. Kickback, relax, and enjoy everything Siesta has to offer.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 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

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.

2/2 newly renovated Ground Floor Condo with outdoor private patio across from Siesta Key public beach. Walking distance to Siesta Village or utilize the “Siesta Breeze” Trolley to get around the Island.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 allowed: in designated areas.About events:No events allowed.

This 1 bedroom 1 bath Unit has the ultimate proximity to Siesta Key Village, heated swimming pool, walk to everything, including the beach.

Welcome, beautiful, fully-equipped, and furnished, ground-floor Condominium on Siesta Key. See why we have renters who return year after year... View a photo slide or virtual tour of the unit and grounds by scrolling down.

Our clean, comfortable, centrally heated and air-conditioned condominium is best suited to 2, but a pull out couch will serve an overnight guest. The master bedroom features a king size bed, work or makeup area, lots of storage and a walk-in closet. The unit features Mexican tile floors, loads of storage, a lovely and functional galley kitchen which is fully equipped for your culinary delight. The 3-piece bathroom has been beautifully renovated to include a walk-in shower.
All linens are included: high quality sheets, towels, beach towels and chairs, even fishing poles! There are two smart televisions; one is a 65” for your favorite show, wireless internet access, I-dock. Including Washer and dryer inside your unit. At your home away from home, you also have the use of a large private patio, and a second walk out patio to the pool access, with a barbecue.

The unit is located in Sandy Cove 3, a 16 unit condo situated on a stunning Gulf front property (shared with three other associations). Many residents live here year round so the pride of ownership is evident - this is no 'revolving door' hotel or motel. This is why short term rentals are not permitted.

Take a leisurely two minute walk down an idyllic tree and flower lined private roadway and enjoy birds singing along the way. When you get to the end you will see our lovely original Old Florida 'Homestead' - legend has it that it was originally owned by the 'Buster Brown' shoe family. It is now used as a Clubhouse for social get-togethers, potlucks and parties or an escape from the sun while relaxing water side. This charming wood sided dwelling overlooks a huge lawn, the Gulf of Mexico, a private fishing pier, and the beach. It is breathtaking to say the least.

Back at home, simply walk out of your door and plunge into the pool (exclusive to SandyCove 3) or lounge pool side (and most of the time you will have it all to yourself!). The sun concentrates between the 2 buildings and it is a lovely and warm place to read or snooze. Later on, you can go to the public beach for a long walk or bike ride and to enjoy the sunsets, the colours of which are beyond compare!

Siesta Key is a spectacular island with something for everyone. Cross one of two bridges to the island and vive la différence! Lazy days and relaxation are the norm here! For those looking for some peace and quiet, you've got it; for those who love to fish and swim in the Gulf, you've come to the right place. You can indulge in many cultural events (Sarasota is the cultural capital of Florida) or sporting activities such as bike riding, walking, snorkeling, scuba diving, swimming, surfing... Native Drum Circle on Sundays at dusk. And but of course, let's not forget golf! Indeed, you can find everything here!

The island has whatever you need without being 'too commercial'. A five-minute walk to Siesta Key Village north and you will find shopping, banking, restaurants, cafés, massage therapy, aesthetics, souvenirs, and more. Bike riding is easy here - drivers aren't in a hurry to get anywhere because no one wants to leave! Siesta Key has a long fabulous stretch of white sand beach, number 1 in the USA. No word of a lie it has the whitest, finest beautiful sand. Even in the heat of the day, the 'icing sugar' composition of the sand never burns the bottom of your feet! How is that possible? No exaggeration here - there is natural beauty here no matter where you look. Have a peek at Sandy Cove from the comfort of your couch

Please note because Sandy Cove is a private condo residence a rental agreement with application must be completed and approved by a Board member. This is for the security of all in the community including you.

All rentals are limited to a month stay minimum.About pets:Pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please treat the unit with the same respect you would your own home and leave it as clean as you found it. Unit is pet friendly..Unit is a Non smoking unit, and the minmum stay is 30 nights.,Association managment requires registration of all tenants and vehicles..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Outside please!.About events:No events allowed.