Vacation Condo Rentals By Owner In Siesta Key, FL

Jamaica Royale 204 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 204: Your Family-Friendly Beachfront Getaway! This updated 2-bedroom, 2-bathroom condo located on the second floor of Tower II is the perfect choice for a memorable family beach vacation. Just a short elevator ride away, you’ll find one of America’s best beaches, where you can enjoy the quartz white sands and explore nearby attractions. brbrHighlights br• Private Beach Access br• Balcony with Dining Table br• Beach Views br• In-unit Washer and Dryer br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Sarasota, Florida. brbrThe inviting interior of Jamaica Royale 204 features a cozy living area with comfortable seating, a FIOS TV, and excellent Wi-Fi. The updated kitchen is fully equipped for meal preparation and includes a dining area perfect for family gatherings. Step onto your private balcony for al fresco dining while enjoying the tropical breeze and beach views.brbrJamaica Royale 204 includes a spacious primary bedroom with a king bed and an ensuite bathroom that features a convenient walk-in shower. The second bedroom is perfect for kids, furnished with two full-size beds. The hall bathroom includes a shower-tub combo, providing ample space for everyone to prepare for beach adventures. brbrDon’t miss your chance to create unforgettable family memories at Jamaica Royale 204! Book your stay today and immerse yourself in the beauty and fun of Siesta Key’s stunning beaches!

Discover Jamaica Royale 204: Family Beachfront Condo with Private Balcony!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$371.11

Jamaica Royale 704 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamacia Royale 704! This beachfront condo features 2 bedrooms and 2 bathrooms, making it ideal for a group seeking sun-soaked fun and relaxation. Just steps from the pristine sands of Siesta Key Beach plus, the charming shops and restaurants of Siesta Village are just a quick trolley ride away on the Siesta Key Breeze. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Siesta Key, Florida. brbrThe spacious indoor lounge boasts comfortable seating and a TV for movie nights, while the large lanai and balcony provide stunning views of Siesta Key’s beaches. The well-equipped kitchen makes it easy to prepare group favorites, and the dining table seats six for shared meals.brbrEach bedroom features two full beds, perfect for friends traveling together. The primary bedroom includes an ensuite bathroom with a walk-in shower, and the hall bathroom offers a convenient shower-tub combo.brbrDon’t miss out on the ultimate friend's getaway at Jamaica Royale 704. Book your stay today!

Unforgettable Friends Getaway Awaits at Beachfront Siesta Key Condo!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$381.58

Jamaica Royale 078 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 078, a beautifully updated two-bedroom, two-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. Perfectly positioned just steps from one of the three heated community pools and a short stroll to the world-famous Siesta Key Beach, this inviting retreat combines comfort, convenience, and a relaxing coastal atmosphere near Siesta Key Village.brbrHighlightsbr• Updated garden view villa near Pool #2br• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 2 Queen bedsbr• Private patio with outdoor dining and loungersbr• 55” HDTV in living areabr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In-unit washer and dryerbr• One Assigned Parking SpotbrbrJamaica Royale offers a true beachfront resort style experience with beautifully landscaped tropical grounds and direct access to Siesta Key Beach’s powdery white quartz sand. Guests can relax by one of the three heated pools, gather for outdoor dining at the community grilling areas, or enjoy friendly games of shuffleboard after a day in the sun.brbrInside, the villa features a bright and comfortable open layout with updated coastal finishes throughout. The spacious living area includes comfortable seating, a large 55-inch HDTV, and sliding glass doors leading to the private patio. The adjacent dining area provides plenty of space for meals and gathering together, while the updated kitchen offers modern appliances, ample cabinetry, and everything needed for preparing meals during your stay.brbrThe primary bedroom offers a king bed and a relaxing atmosphere with easy access to a beautifully updated bathroom. The guest bedroom features two queen beds, making it ideal for families or groups traveling together. Both bathrooms are updated with modern walk-in showers and stylish finishes for added comfort and convenience.brbrRoom DetailsbrPrimary Bedroom: King bedbrGuest Bedroom: Two Queen bedsbrBathrooms: Two full bathrooms with walk-in showersbrbrAdditional amenities include an in-unit washer and dryer, private outdoor patio seating, and easy access to the free Siesta Key trolley for exploring local dining, shopping, and entertainment. Just minutes from Siesta Key Village, guests can experience everything this vibrant island destination has to offer.brbrWhether you’re planning a family vacation or a relaxing beach escape, Jamaica Royale 078 by Tropical Sands Accommodations offers the perfect combination of location, comfort, and resort style amenities. Book your stay today and enjoy the best of Siesta Key living.br-brThis unit has a 7-night minimum rental policy however shorter 4-night stays may be considered to fill calendar gaps. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

Jamaica Royale 078 Updated and close to the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$381.58

Jamaica Royale 075 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 075, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete front-to-back renovation, an enlarged kitchen and bathrooms, and elegant finishes throughout. Perfect for families or couples, guests will love the comfort, convenience, and resort-style amenities that make every Siesta Key stay unforgettable.brbrHighlightsbr• Newly renovated interiorbr• Garden villa near Pool #2br• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Fully equipped kitchen with granite countertops and porcelain floorsbr• In-unit washer and dryerbr• Private patio with outdoor showerbr• Walking distance to pickleball courtsbr• 7-night minimum stay (Saturday to Saturday)brbrEnjoy three heated freshwater pools, beautifully landscaped grounds, and private access to the soft, powdery sands of Siesta Key Beach. Take a refreshing dip after a beach day, fire up the community BBQs, or enjoy a match on the nearby pickleball and shuffleboard courts. Every amenity at Jamaica Royale is designed for rest, recreation, and the ultimate Gulf Coast experience.brbrStep inside and discover a fully renovated open-concept floor plan with coastal-inspired design, new porcelain tile flooring, and upgraded finishes throughout. The spacious living area features a plush sofa, recliners, and a 51” HD TV with On Demand channels and DVD player, creating the perfect space for family movie nights. The enlarged kitchen includes granite countertops, new cabinetry, and all essential cookware, plus a Keurig coffee maker and small appliances for your convenience. A dining area connects seamlessly to the main living space, ideal for shared meals or game nights after sunset.brbrThe primary bedroom offers a king bed, leather recliner, and a 22” flat-screen TV, along with an ensuite bathroom featuring a Roman-style walk-in shower with a built-in seat and grab bars, a granite-topped vanity, and a makeup mirror. The guest bedroom includes two queen beds and a 26” flat-screen TV with DVD player, perfect for kids or additional guests. The guest bathroom features an enlarged layout with a shower/tub combo and grab bars for added safety and comfort.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with Roman walk-in shower, seat, and grab barsbr• Guest Bedroom: Two Queen beds, hall bath with shower/tub combo and grab barsbrbrRelax, refresh, and experience the best of Siesta Key Beach at Jamaica Royale 075 by Tropical Sands Accommodations, featuring a fully renovated interior, expanded living spaces, and resort-style amenities just steps from the Gulf of Mexico.brbrBook your stay today and make unforgettable memories in paradise!

Jamaica Royale 075 Beautiful and Close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$381.58

Jamaica Royale 076 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 076, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete front-to-back renovation, an enlarged kitchen and bathrooms, and elegant finishes throughout. Perfect for families or couples, guests will love the comfort, convenience, and resort-style amenities that make every Siesta Key stay unforgettable.brbrHighlightsbr• Newly renovated interiorbr• Garden villa near Pool #2br• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Fully equipped kitchen with granite countertops and porcelain floorsbr• In-unit washer and dryerbr• Private patio with outdoor showerbr• Walking distance to pickleball courtsbr• 7-night minimum stay (Saturday to Saturday)brbrEnjoy three heated freshwater pools, beautifully landscaped grounds, and private access to the soft, powdery sands of Siesta Key Beach. Take a refreshing dip after a beach day, fire up the community BBQs, or enjoy a match on the nearby pickleball and shuffleboard courts. Every amenity at Jamaica Royale is designed for rest, recreation, and the ultimate Gulf Coast experience.brbrStep inside and discover a fully renovated open-concept floor plan with coastal-inspired design, new porcelain tile flooring, and upgraded finishes throughout. The spacious living area features a plush sofa, recliners, and a 51” HD TV with On Demand channels and DVD player, creating the perfect space for family movie nights. The enlarged kitchen includes granite countertops, new cabinetry, and all essential cookware, plus a Keurig coffee maker and small appliances for your convenience. A dining area connects seamlessly to the main living space, ideal for shared meals or game nights after sunset.brbrThe primary bedroom offers a king bed, leather recliner, and a 22” flat-screen TV, along with an ensuite bathroom featuring a Roman-style walk-in shower with a built-in seat and grab bars, a granite-topped vanity, and a makeup mirror. The guest bedroom includes two queen beds and a 26” flat-screen TV with DVD player, perfect for kids or additional guests. The guest bathroom features an enlarged layout with a shower/tub combo and grab bars for added safety and comfort.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with Roman walk-in shower, seat, and grab barsbr• Guest Bedroom: Two Queen beds, hall bath with shower/tub combo and grab barsbrbrRelax, refresh, and experience the best of Siesta Key Beach at Jamaica Royale 076 by Tropical Sands Accommodations, featuring a fully renovated interior, expanded living spaces, and resort-style amenities just steps from the Gulf of Mexico.brbrBook your stay today and make unforgettable memories in paradise!

Jamaica Royale 076 Beautiful and close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$381.58

Jamaica Royale 077 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 077, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete front-to-back renovation, an enlarged kitchen and bathrooms, and elegant finishes throughout. Perfect for families or couples, guests will love the comfort, convenience, and resort-style amenities that make every Siesta Key stay unforgettable.brbrHighlightsbr• Newly renovated interiorbr• Garden villa near Pool #2br• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Fully equipped kitchen with granite countertops and porcelain floorsbr• In-unit washer and dryerbr• Private patio with outdoor showerbr• Walking distance to pickleball courtsbr• 7-night minimum stay (Saturday to Saturday)brbrEnjoy three heated freshwater pools, beautifully landscaped grounds, and private access to the soft, powdery sands of Siesta Key Beach. Take a refreshing dip after a beach day, fire up the community BBQs, or enjoy a match on the nearby pickleball and shuffleboard courts. Every amenity at Jamaica Royale is designed for rest, recreation, and the ultimate Gulf Coast experience.brbrStep inside and discover a fully renovated open-concept floor plan with coastal-inspired design, new porcelain tile flooring, and upgraded finishes throughout. The spacious living area features a plush sofa, recliners, and a 51” HD TV with On Demand channels and DVD player, creating the perfect space for family movie nights. The enlarged kitchen includes granite countertops, new cabinetry, and all essential cookware, plus a Keurig coffee maker and small appliances for your convenience. A dining area connects seamlessly to the main living space, ideal for shared meals or game nights after sunset.brbrThe primary bedroom offers a king bed, leather recliner, and a 22” flat-screen TV, along with an ensuite bathroom featuring a Roman-style walk-in shower with a built-in seat and grab bars, a granite-topped vanity, and a makeup mirror. The guest bedroom includes two queen beds and a 26” flat-screen TV with DVD player, perfect for kids or additional guests. The guest bathroom features an enlarged layout with a shower/tub combo and grab bars for added safety and comfort.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with Roman walk-in shower, seat, and grab barsbr• Guest Bedroom: Two Queen beds, hall bath with shower/tub combo and grab barsbrbrRelax, refresh, and experience the best of Siesta Key Beach at Jamaica Royale 077 by Tropical Sands Accommodations, featuring a fully renovated interior, expanded living spaces, and resort-style amenities just steps from the Gulf of Mexico.brbrBook your stay today and make unforgettable memories in paradise!

Jamaica Royale 077 Beautiful and Close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$365.92

Jamaica Royale 083 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 083, a beautifully refreshed two-bedroom, two-bath garden view villa located directly on the Gulf at the highly sought after Jamaica Royale resort on Siesta Key. Recently updated with new paint, flooring, and furnishings in June 2025, this inviting vacation rental offers a bright coastal feel and comfortable living spaces designed for relaxation. Nestled within the lush tropical landscaping of the Jamaica Royale property, guests enjoy easy access to Siesta Key Beach along with three heated pools, making this villa a perfect escape for couples, families, or friends looking to enjoy the best of island living.brbrHighlightsbr• Garden view villa at the beachfront Jamaica Royale resortbr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Queen Bedsbr• Recently renovated interior June 2025br• Three heated community poolsbr• Shuffleboard courtsbr• Community grilling and picnic areasbr• Washer and dryer in unitbr• Beach chairs available for guest usebrbrJamaica Royale is a Gulf-front resort community known for its beautifully maintained tropical grounds and convenient access to the powdery white sands of Siesta Key Beach. Guests staying in Unit 083 can enjoy the best of resort style amenities while still experiencing the privacy and comfort of a garden villa. Spend the day lounging beside one of the three heated pools located throughout the property, challenge friends to a game of shuffleboard, or fire up the grills at the community patio for a relaxing outdoor meal. With direct beach access from the property, you never have to cross Midnight Pass Road to reach the sand. Just steps away, you can enjoy world-famous Siesta Key sunsets and long walks along the shoreline.brbrInside, the villa features a fresh, coastal inspired interior with updated flooring and furnishings that create a light and welcoming atmosphere. The open living room offers comfortable seating and a television, providing the perfect place to unwind after a day at the beach. Sliding glass doors allow natural light to fill the space and lead to the private outdoor patio where guests can relax and enjoy the peaceful garden surroundings. The updated kitchen includes full-size appliances, ample counter space, and everything needed to prepare meals during your stay. The nearby dining area provides a comfortable setting for morning coffee, family meals, or planning your next Siesta Key adventure.brbrThe primary bedroom is designed as a relaxing retreat with a comfortable king bed, soft coastal decor, and convenient access to the ensuite bathroom. The bathroom features a walk-in shower, single vanity, and grab bar for additional comfort and accessibility. The guest bedroom offers two queen beds, making it ideal for families or groups traveling together. Guests in this room have easy access to the hallway bathroom, which includes a walk-in shower and vanity. Each bedroom is thoughtfully designed to create a restful environment after a full day enjoying Siesta Key’s beaches and local attractions.brbrRoom Detailsbr-Primary Bedroom: King bed with ensuite bathroom featuring walk-in shower and single vanitybr-Second Bedroom: Two Queen bedsbr-Hallway Bathroom: Full bathroom with walk-in shower and single vanitybrbrAdditional conveniences include an in-unit washer and dryer, beach chairs for guest use, and a private outdoor patio where you can relax among the lush landscaping of Jamaica Royale. The property’s prime beachfront location places you just moments from the sand while still offering peaceful garden surroundings. This unit follows a seven-night minimum stay with Saturday-to-Saturday reservations, though shorter stays may be available to fill open gaps when possible.brbrWhether you are planning a relaxing beach vacation, a family getaway, or a sunny escape to Siesta Key, Jamaica Royale 083 by Tropical Sands Accommodations offers the perfect combination of comfort, location, and resort-style amenities. With its newly updated interior, lush garden setting, and easy access to Siesta Key Beach and the community pools, this villa provides an ideal home base for your island getaway. Book your stay today and start counting down to your next Siesta Key vacation.

Jamaica Royale 083 Updated and close to the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$365.92

Jamaica Royale Unit 080 by Tropical Sands AccommodationsbrbrJamaica Royale Unit 080 is a beautifully renovated two-bedroom, two-bath garden view condo located within the beachfront Jamaica Royale community on Siesta Key. Just a short walk from private beach access and the world famous white sands of Siesta Key Beach, this inviting retreat blends modern updates with a relaxed coastal atmosphere. Designed for couples, families, or extended stays, this condo offers comfort, convenience, and a prime island location close to dining, shopping, and island attractions.brbrHighlightsbr• Short walk to Siesta Key Beach with private beach accessbr• Two bedrooms and two bathroomsbr• One king bed in the primary bedroombr• Two full beds in the guest bedroombr• Ensuite primary bathroom with walk-in showerbr• Three shared heated community poolsbr• Community shuffleboard courtbr• Two shared BBQ areasbr• Washer and dryerbr• One assigned parking spotbrbrGuests of Jamaica Royale enjoy private beach access along more than 300 feet of powdery white sand, complete with lounge chairs reserved exclusively for community guests. Three shared heated pools provide plenty of space to relax, while tiki huts offer shaded beachside seating. The community also features a shuffleboard court and two shared BBQ areas, including one located beachside and another near the community patio, creating a true resort-style experience just steps from your door.brbrThe open living area is tastefully decorated with a fresh, modern coastal look and offers comfortable seating for relaxing after a day in the sun. The fully equipped kitchen makes meal preparation easy, whether you are enjoying casual breakfasts or unwinding with dinner at home. Natural light and garden views add to the inviting atmosphere throughout the space.brbrThe primary bedroom features a king bed, ample closet space, and an ensuite bathroom with a walk-in shower and single vanity. The guest bedroom offers two full-size beds, providing flexible sleeping arrangements for family or friends. A second full bathroom with a walk-in shower is conveniently located off the hallway.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbr• Guest Bedroom: Two full bedsbr• Hall Bathroom: Walk-in showerbrbrA washer and dryer are included for guest convenience, along with one assigned parking space. Jamaica Royale’s location on Siesta Key places guests close to grocery stores, restaurants, and shopping on the island, while off-island attractions such as museums, golf courses, and parks are just a short drive away. Free island ride services make it easy to explore without needing to move your car.brbrJamaica Royale Unit 080 by Tropical Sands Accommodations offers the perfect combination of updated interiors, private beach access, and resort style community amenities in one of Siesta Key’s most desirable beachfront locations. From relaxing pool days to unforgettable sunsets on the sand, this condo is an ideal home base for your next Gulf Coast escape. Book your stay today and start planning your time in paradise.

Jamaica Royale 080 Updated and close to the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$356.76

Jamaica Royale 090 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 090, a beautifully updated two-bedroom, two-bath garden view villa located in the sought after Jamaica Royale community on Siesta Key. Just a short walk from the world-famous Siesta Key Beach, this inviting retreat offers modern coastal style, comfortable living spaces, and a private outdoor patio perfect for enjoying the Florida sunshine. Ideal for families or small groups, this villa delivers the perfect balance of relaxation and convenience near Siesta Key Village.brbrHighlightsbr• Updated garden view villa with modern coastal designbr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 2 Queen beds, 2 Twin bedsbr• Private patio with outdoor seatingbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In-unit washer and dryerbr• 1 Assigned Parking brbrJamaica Royale offers a true beachfront resort style experience with direct access to Siesta Key Beach’s powdery white quartz sand and beautifully landscaped tropical grounds. Guests can spend their days lounging on the beach, cooling off in one of three heated pools, or enjoying a casual meal at the community grilling areas. The peaceful garden setting creates a relaxing atmosphere while still being close to all the island’s top attractions.brbrInside, the villa features a bright and welcoming interior with a comfortable, open layout. The living room includes plush leather seating and a large television, making it the perfect space to unwind after a day in the sun. Sliding glass doors open to the private patio, creating seamless indoor and outdoor living. The fully equipped kitchen offers modern appliances, ample counter space, and everything needed to prepare meals during your stay. The adjacent dining area provides a comfortable space to gather and enjoy meals together.brbrThe primary bedroom offers a relaxing retreat with two queen beds, soft coastal decor, and plenty of storage. The second bedroom features two twin beds, making it a great setup for additional guests or families. Both bathrooms are updated and designed for comfort, offering convenient access from the bedrooms and living areas.brbrRoom DetailsbrPrimary Bedroom: Two Queen bedsbrSecond Bedroom: Two Twin bedsbrBathrooms: Two full bathroomsbrbrAdditional amenities include an in-unit washer and dryer, private patio seating, and access to the free Siesta Key trolley for exploring nearby dining, shopping, and entertainment. Just minutes from Siesta Key Village, guests can easily enjoy everything this vibrant destination has to offer.brbrWhether you're planning a relaxing beach getaway or a fun filled island vacation, Jamaica Royale 090 by Tropical Sands Accommodations offers a comfortable and stylish home base in one of Siesta Key’s most desirable beachfront communities. Book your stay today and experience the best of island living.brbr-brThis unit has a 7-night minimum rental policy during peak season and a 5-night minimum during off-season. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

Jamaica Royale 090 Nicely updated!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$362.05

Jamaica Royale 081 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 081, a newly renovated two-bedroom, two-bath garden-view villa located within the serene Pool #2 area of the Jamaica Royale beachfront complex on Siesta Key. This bright and inviting retreat combines fresh modern updates with coastal charm, offering easy access to the private white sands of Siesta Key Beach, three heated pools, and lush tropical landscaping. Perfect for families or couples, this villa provides the ideal setting for relaxation and fun under the Florida sun.brbrHighlightsbr• Newly renovated interiorbr• Garden-view villa near Pool #2br• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball courtsbr• Fully equipped kitchenbr• In-unit washer and dryerbr• Beach chairs providedbr• 7-night minimum stay (Saturday to Saturday)brbrSpend your days lounging beside the three heated freshwater pools, competing in a friendly shuffleboard match, or grilling a beachside lunch at one of the community BBQ stations. Just steps away, you’ll find private beach access to Siesta Key’s award-winning white sand and calm Gulf waters. Whether you’re seeking adventure or tranquility, Jamaica Royale’s resort-style amenities make it easy to create unforgettable beach memories.brbrStep inside this newly refreshed villa featuring an open living and dining layout with coastal-inspired decor and plenty of natural light. The comfortable living room is perfect for unwinding after a day in the sun, and the fully equipped kitchen provides everything you need to prepare home-style meals, from quick breakfasts to sunset dinners. Sliding doors lead to a private outdoor patio overlooking the tropical garden, ideal for morning coffee or evening relaxation.brbrThe primary bedroom offers a king bed, TV, and an ensuite bathroom with a walk-in shower featuring grab bars and a shower seat for added comfort. The guest bedroom includes two queen beds, a TV, and access to a hall bathroom with a walk-in shower. Both bedrooms are designed to ensure a restful night’s sleep, making this home the perfect coastal retreat for families or friends traveling together.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with walk-in shower, grab bars, and shower seatbr• Guest Bedroom: Two Queen beds, hall bath with walk-in showerbrbrExperience the best of Siesta Key Beach at Jamaica Royale 081 by Tropical Sands Accommodations, where a newly renovated interior, resort-style amenities, and private beach access come together for the perfect island getaway.brbrBook your stay today and enjoy your slice of paradise on Florida’s Gulf Coast!

Jamaica Royale 081 Updated and close to the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$361.95

Jamaica Royale 082 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 082, a recently renovated two-bedroom, two-bath condo offering a comfortable and stylish retreat just steps from the world famous Siesta Key Beach. Located within the beautifully maintained Jamaica Royale community, this inviting villa features modern updates, spacious living areas, and easy access to resort style amenities. Perfect for families or couples traveling together, this condo offers the ideal blend of relaxation and convenience near Siesta Key Village.brbrHighlightsbr• Recently renovated condo with modern interiorbr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• King bed, Queen bed, Full sleeper sofabr• Spacious living area with reclining sofasbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• Fully equipped kitchen with stainless appliancesbr• Workspace in primary bedroombr• In unit washer and dryer br• 1 Assigned Parking brbrJamaica Royale offers a true beachfront resort experience with direct access to Siesta Key Beach’s powdery white sand and beautifully landscaped grounds. Guests can enjoy three heated pools, friendly games of shuffleboard, or outdoor meals at the community grilling areas. The convenient location allows for easy access to both the beach and nearby island attractions.brbrInside, the condo features a bright and spacious layout designed for comfort and relaxation. The living area includes two large reclining sofas, a comfortable chair, and a 65-inch smart TV, creating the perfect space to unwind after a day at the beach. The updated kitchen is fully equipped with stainless steel appliances and everything needed to prepare meals, while the adjacent dining area comfortably seats six.brbrThe primary bedroom offers a king pillow top mattress, a television, and a small desk, providing both comfort and functionality. The ensuite bathroom includes a shower and tub combination. The guest bedroom features a queen bed, television, and a full sleeper sofa, offering flexible sleeping arrangements for additional guests. A second full bathroom with a walk-in shower is conveniently located just across the hall.brbrRoom DetailsbrPrimary Bedroom: King bed with ensuite bathroom featuring shower and tub combinationbrGuest Bedroom: Queen bed with full sleeper sofabrHallway Bathroom: Walk-in showerbrbrAdditional amenities include a comfortable workspace, in unit washer and dryer and easy access to the free Siesta Key trolley for exploring nearby dining, shopping, and entertainment. Just minutes from Siesta Key Village, guests can enjoy everything this vibrant island destination has to offer.brbrWhether you’re planning a family vacation or a relaxing getaway with friends, Jamaica Royale 082 by Tropical Sands Accommodations offers a welcoming and well appointed home base in one of Siesta Key’s most desirable beachfront communities. Book your stay today and experience the best of island living.brbr-brThis unit has a 14-night minimum rental policy Christmas through Easter. A 7-night minimum may apply other time periods. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

Jamaica Royale 082 Updated and close to the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$280.49

Jamaica Royale 052 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 052, a casually elegant one-bedroom, one-bath villa fully remodeled in 2025 and ideally located just a short walk from the powdery white sands of Siesta Key Beach. Nestled within the beautifully landscaped Jamaica Royale community, this ground floor retreat offers modern upgrades, comfort, and convenience, making it perfect for couples seeking a relaxing island getaway near Siesta Key Village.brbrHighlightsbr• Newly remodeled villa (2025)br• Short walk to Siesta Key Beachbr• 1 Bedroom / 1 Bathroombr• King bedbr• Ground floor unit with easy accessbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In-unit washer and dryerbr• Beach chairs, wagon, cooler, and umbrellabr• Private covered parking near entrancebrbrJamaica Royale offers a true beachfront resort style experience with direct access to Siesta Key Beach and lush tropical grounds. Guests can enjoy three heated pools, shuffleboard courts, and outdoor grilling areas, all just steps from one of Florida’s most famous beaches. The peaceful setting allows you to relax while still being close to everything the island has to offer.brbrInside, the villa features a bright and welcoming interior with updated finishes and a comfortable layout. The living area is designed for relaxation, while the fully equipped kitchen includes quartz countertops, new appliances, a refrigerator with filtered water and ice, and both drip and Keurig coffee makers for your morning routine.brbrThe primary bedroom offers a king bed and a restful atmosphere, perfect for unwinding after a day at the beach. The updated bathroom includes a walk-in shower, providing a clean and modern space to refresh.brbrRoom DetailsbrPrimary Bedroom: King bedbrBathroom: Walk-in showerbrbrAdditional amenities include an in-unit washer and dryer with laundry essentials, free WiFi, an in room safe, and thoughtful extras like a beach wagon, chairs, cooler, and umbrella for your days on the sand. A private covered parking space just steps from the entrance adds convenience throughout your stay. Located just minutes from Siesta Key Village, guests can easily explore local dining, shopping, and entertainment via a short drive or trolley ride.brbrWhether you're planning a romantic escape or a peaceful beach retreat, Jamaica Royale 052 by Tropical Sands Accommodations offers the perfect combination of comfort, location, and coastal charm. Book your stay today and experience the best of Siesta Key living.brbr-brThis unit has a 7-night minimum rental policy during peak season and a 4-night minimum during off-season. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

Jamaica Royale 052 Great updates and close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$277.02

Welcome to Unit 62. The kitchen has granite countertops, dishwasher, porcelain tile floors throughout. Washer, dryer, king bed, queen sleeper sofa, large bathroom with walk-in shower, and only a 4 minute walk to our private beach located on the #1 Beach in the United States. Feel free to enjoy all the amenities on our beautiful property, including shuffleboard, three freshwater heated pools and our two BBQ's; one beach side and one on the community patio. This unit has a 7 night minimum Saturday to Saturday rental policy. We will do our best to accommodate any request.

Jamaica Royale 062 Updated unit!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$278.78

Welcome to Midnight Cove II 955B! This 2-bedroom, 2-bath Siesta Key condo captures the essence of Old Florida beach vibes while providing all the essentials for a delightful getaway. The spacious primary bedroom features a comfortable king bed with access to the lanai and tropical decor, along with a bathroom that includes a relaxing soaking tub. The second bedroom is equipped with two twin beds, making it perfect for families or friends.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrThis corner unit on the 5th floor offers stunning views of the Intracoastal Waterway and is just a short walk to private beach access. Midnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrLocated only minutes from vibrant downtown Sarasota and attractions like the renowned Ringling Museum of Art, Midnight Cove II is ideally situated for exploring all that Anna Maria Island has to offer. Discover why Siesta Key beach, famous for its sugar-fine quartz-white sand, has been ranked the best beach in America.brbrReady to pack your bathing suit and flip flops Book your stay at Midnight Cove II 955B today and experience the perfect Siesta Key escape! Your idyllic beachfront getaway awaits!

Midnight Cove II 955B: Tropical Getaway on Siesta Key with Pool and Beach Access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$277.02

Jamaica Royale 064 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 064, a beautifully updated one-bedroom, one-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. This inviting coastal retreat combines stylish modern updates with a comfortable open layout, all just a short stroll from the powdery white sands of Siesta Key Beach. Perfect for couples, small families, or friends traveling together, this villa offers resort style amenities and a prime location near Siesta Key Village.brbrHighlightsbr• Updated garden view villa with coastal designbr• Short walk to Siesta Key Beachbr• 1 Bedroom / 1 Bathroombr• 2 Queen bedsbr• Private patio with outdoor diningbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In unit washer and dryerbr• One Assigned Parking SpotbrbrJamaica Royale offers a true beachfront resort style experience with beautifully maintained tropical grounds and direct access to Siesta Key Beach’s famous white quartz sand. Guests can spend their days relaxing by one of the three heated pools, enjoying outdoor meals at the community grilling areas, or taking peaceful walks along the shoreline at sunset.brbrInside, the villa features a bright and welcoming open layout with modern coastal decor throughout. The spacious living area offers comfortable seating, a large television, and sliding glass doors that lead to the private patio, creating seamless indoor and outdoor living. The updated kitchen is fully equipped with stainless steel appliances, ample counter space, and everything needed to prepare meals during your stay. A nearby dining area provides a comfortable gathering space for meals or planning your next beach adventure.brbrThe bedroom offers two queen beds, making this villa ideal for flexible sleeping arrangements or small families traveling together. The updated bathroom features a walk-in shower and modern finishes for added comfort and convenience.brbrRoom DetailsbrPrimary Bedroom: Two Queen bedsbrBathroom: Full bathroom with walk-in showerbrbrAdditional amenities include an in-unit washer and dryer, private patio seating, and easy access to the free Siesta Key trolley for exploring nearby restaurants, shopping, and entertainment. Just minutes from Siesta Key Village, guests can enjoy everything this vibrant island destination has to offer.brbrWhether you're planning a relaxing beach getaway or a fun filled island vacation, Jamaica Royale 064 by Tropical Sands Accommodations offers the perfect combination of comfort, location, and resort style amenities. Book your stay today and experience the best of Siesta Key living.

Jamaica Royale 064 Great kitchen!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$277.14

Jamaica Royale 057 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 057, a newly renovated one-bedroom, one-bath condo in the desirable Jamaica Royale beachfront complex on Siesta Key. Featuring a bright, modern coastal design and upgraded furnishings throughout, this ground-level condo is just steps from the pool and a short walk to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the U.S. Perfect for couples or small families, this beautiful retreat offers a relaxing setting with resort-style amenities and easy access to island dining, shopping, and activities.brbrHighlightsbr• Newly renovated interiorbr• Ground-level condo just steps from the poolbr• 1 Bedroom / 1 Bathroom (Sleeps 4)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball and beach tennis courtsbr• Fully equipped kitchen with new furnishingsbr• In-unit washer and dryerbr• Beach towels and toys providedbr• 7-night minimum stay (Saturday to Saturday)brbrGuests can enjoy three heated freshwater pools, shuffleboard courts, and BBQ grills for casual outdoor dining. Spend your evenings watching the sunset at the beachside tiki area or playing beach tennis just minutes away. With the Siesta Key public beach concession less than half a mile from the complex, you can savor fresh local food while taking in the Gulf breeze. Jamaica Royale offers everything you need for a relaxed, sun-soaked vacation.brbrStep inside to a beautifully updated open floor plan with all-new tile, crown molding, paint, and furniture. The living area features a comfortable queen sleeper sofa with a memory foam mattress, a Smart TV, and direct access to the dining area. The fully equipped kitchen includes modern appliances, ample storage, and all the essentials for preparing meals or quick beach snacks. Every detail has been thoughtfully designed to provide a bright, welcoming space for your Siesta Key getaway.brbrThe primary bedroom offers both a queen bed and a full bed, making it ideal for couples or small families. Enjoy a restful night’s sleep surrounded by fresh coastal decor and soft linens. The full bathroom includes a walk-in shower with grab bars for added comfort and accessibility.brbrRoom Detailsbr• Primary Bedroom: One Queen bed and one Full bedbr• Living Room: Queen sleeper sofa with memory foam mattressbr• Bathroom: Walk-in shower with grab barsbrbrExperience coastal comfort and convenience at Jamaica Royale 057 by Tropical Sands Accommodations, featuring a newly renovated interior, resort-style amenities, and unbeatable proximity to Siesta Key Beach.brbrBook your stay today and enjoy your slice of paradise on Florida’s Gulf Coast!

Jamaica Royale 057 Beautiful unit and close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$264.83

Welcome to Midnight Cove II 943C!This delightful 2-bedroom, 2-bathroom condo is perfectly situated in the heart of Siesta Key, surrounded by a vibrant community filled with shopping, dining, art, and culture. The primary bedroom features a luxurious king bed and an ensuite bathroom with a walk-in shower and double vanity, while the second bedroom is equipped with two twin beds, making it ideal for families or friends.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrTake advantage of the complimentary Siesta Key Breeze Trolley, allowing you to explore the area without the worry of parking. Enjoy a leisurely stroll to the beach via our dedicated access point and embrace the joy of sand between your toes.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrLocated only minutes from downtown Sarasota and attractions like the renowned Ringling Museum of Art, Midnight Cove II is your ideal base for discovering the beauty of Florida’s Gulf Coast. Siesta Beach, frequently rated as the best beach in America, is just a stone’s throw away.brbrReady to pack your bathing suit and flip flops Book your stay at Midnight Cove II 943C today and experience why Siesta Key deserves a spot on your bucket list! Your perfect getaway awaits!

Midnight Cove II 943C: Family Friendly Condo with Shared Pool and Tennis

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$266.12

This unit has an uninterrupted view of all Siesta Key's glorious coastal amenities. The unit overlooks the spectacular remodeled C pool area. You're just steps to the pools, beach & tennis courts. Includes 3 flat screen TV's for your watching the game enjoyment along with 2 DVD players. Freshly painted with uplifting Caribbean colors. Screened front door allows for your ocean cross breeze enjoyment. Brand new breakfast table with 4 matching swivel rocking chairs for your relaxing late morning coffee, newspaper reading & casual lunches. New glass-top stove and hi-efficiency dishwasher, family size microwave & refrigerator. Ceiling fans galore. New entrance light to greet you with dimmable lights throughout to set the mood & enhance your entertaining at the 6+ place setting dining table. Recently tiled lanai and hallways along with new lanai solar shades to enhance your direct sunset views. Flip Flops/casual beach attire welcomed here! Man-size Lazy-Boy swivel rocking recliner to relax in as you enjoy an afternoon nap. Hi-speed-internet, 4-in-1 printer with large computer desk should you need office access. C409 has the latest hi-efficiency appliances throughout (large capacity front loading washer and moisture sensor dryer/HEPA filters in A/C and triple vacuum filtrations). King bed in master bedroom, 2 twin beds in guest bedroom and a Queen size sofa bed. The guest bathroom has shower grab bars. There is fresh carpetng throughout. Amenities of this C409 unit in Gulf & Bay Club are abundant & all for your enjoyment. Sunny days ad relaxing beach side activites to you all ... Enjoy your stay in C409!

Gulf and Bay Club- C409 Excellent views!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$266.12

Ideal location.brFirst floor and one of the closest units to the beach, so there is no need to lug beach gear into an elevator or down a long path. Also close to the A pool and outdoor grilling/eating facilities.brNew furnishings, appliances, rug and flooring. Gorgeous beach view from outdoor screened porch perfectly oriented to take advantage of morning sunshine and afternoon shade.brHere’s a Glimpse of What’s in Store…brGulf & Bay Club gives the best that Sarasota and Siesta Key have to offer. Whatever you want to do today, your choices are endless. With scheduled social events, golf and tennis tournaments, and a world of enticing options right outside your front door, you’ll never want to leave the paradise that you call home. Here’s a glimpse of what’s in store…brbr3 Large heated pools including 1 lap poolbr780ft Private soft white sandy beachbrWorld famous Siesta Key Beach – #1 by TripAdvisorbrDirectly on the beautiful Gulf of MexicobrSpectacular sunrises and sunsetsbr8 Tennis courts including 1 Har-Tru courtbrOrganized tennis from November to MaybrBasketball/racquetball courtsbrShuffleboard courtbrOrganized seasonal golf for men and womenbrSate of the art fitness center, including free weights and yoga roombr6 Dry saunas, hot tubbrFree Wi Fi at the main clubhousebr2 Clubhouses- library with books, bar, pool table and TV’sbrNumerous social activities during seasonbrSay hello to “George and Martha” – Gulf and Bay’s resident swansbr2 Freshwater lakes, numerous barbeque areas and beautiful picnic island

Gulf and Bay Club- E109 Awesome Gulf front walk out!

Siesta Key, Florida, United States

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Bath