Vacation Condo Rentals By Owner In Siesta Key, FL

$266.12

Gulf and Bay Club- E204 Awesome location!

Siesta Key, Florida, United States

A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is waiting just outside your door with some of the most spectacular sunsets on the planet. Welcome to Gulf and Bay Club!

2

Bed

2

Bath

6

Sleeps

$301.29

/ Nightly

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Midnight Cove II 211F - Bayfront Views and Modern Touches

Siesta Key, Florida, United States

This spectacular bayside condominium complex offers an unbeatable location on Siesta Key, complete with private beach access to the world-famous Crescent Beach, known for its sugar-fine, quartz-white sand. This charming 2-bedroom, 2-bathroom first-floor unit features calming beach decor and a screened-in lanai with beautiful views of the Intracoastal Waterway, ensuring a relaxing atmosphere just minutes from the heated swimming pool.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• CornholebrbrExplore the vibrant local community filled with shopping, dining, art, and culture. Take advantage of the FREE Siesta Key Breeze Trolley for easy access to the village without worrying about parking. Stroll to the beach via dedicated access and soak in the sun or enjoy the scenic surroundings on your way to nearby attractions.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). brbrRoom DetailsbrLiving Room: Queen sleeper sofabrMaster Bedroom: Queen bedbrGuest Bedroom: Queen bedbrbrWith exciting seasonal events like live music and yoga classes, your stay will be filled with fun. Ready to pack your bags Book your stay at Midnight Cove II today, where relaxation and adventure await in this tropical oasis!

2

Bed

2

Bath

4

Sleeps

$302.69

/ Nightly

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Jamaica Royale 061 Beautiful unit and close to the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 061 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 061, a newly refreshed one-bedroom retreat featuring two queen beds, a queen sleeper sofa, and stylish upgrades completed in June 2025. Located in the peaceful garden and pool area of the Jamaica Royale community, this spacious ground level condo offers a bright, comfortable home base just a short walk from private access to Siesta Beach, the number one beach in the United States.brbrHighlightsbr• 5-minute walk to Siesta Beach via private beach accessbr• 1 bedroom, 1 bathroombr• 2 queen beds and 1 queen sleeper sofabr• Newly renovated interiors and upgraded furnishingsbr• Private patio with garden and esplanade viewsbr• 3 heated community poolsbr• Washer and dryerbr• Community BBQ areas and shuffleboardbr• Assigned parkingbr• Free secure Wi-FibrbrThis end unit opens onto a spacious brick patio with lounge seating overlooking a beautifully landscaped esplanade. Enjoy direct access to three heated pools, shuffleboard courts, and two community BBQ areas for easy outdoor dining. Take a short walk to the community’s 300 feet of private beachfront, complete with beach chairs and loungers for guest use. From morning beach walks to sunset swims, this location is ideal for a relaxing Siesta Key escape.brbrInside, this condo features fresh upgrades including new flooring, updated kitchen cabinetry, and modern furnishings. The bright living room includes a queen sleeper sofa, flat screen TV, and sliding doors that open to the patio. The fully equipped kitchen provides everything needed for meals at home, while the dining area creates a welcoming space for enjoying breakfast before heading to the beach.brSecure FIOS Wi-Fi and in-unit washer and dryer add to the comfort and convenience of your stay.brbrThe spacious bedroom features two queen beds, updated furnishings, and plenty of storage for extended stays. The hallway bathroom offers a walk-in shower and a single vanity. Thoughtful touches throughout the condo make it easy to unwind after full days spent enjoying the pool and beach.brbrRoom Detailsbr• Bedroom: Two queen bedsbr• Living Room: Queen sleeper sofabr• Bathroom: Walk in shower, single vanitybrbrGuests enjoy access to community amenities including outdoor showers, shuffleboard, two BBQ areas, a community patio, and beautifully maintained grounds. Local restaurants, grocery stores, tennis courts, and the Siesta Beach public pavilion are all within a short walk or trolley ride.brbrWith its upgraded interiors, spacious layout, and unbeatable access to Siesta Beach, Jamaica Royale Unit 061 offers everything you need for a refreshing island getaway. Book your stay with Tropical Sands Accommodations and enjoy the best of Siesta Key living.

1

Bed

1

Bath

4

Sleeps

$313.12

/ Nightly

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Gulf and Bay Club- C503 Beautifully updated with great views!

Siesta Key, Florida, United States

This unit is one of only a few larger size purpose built units in the complex. It has had the benefit of a complete refurbishment and is very tastefully furnished throughout in neutral tones. It has a double length lanai plus an additional seating area off the master bedroom. Ceiling fans adorn all the rooms along with new carpet. This is a wonderful unit to relax and enjoy a prolonged vacation break.

2

Bed

2

Bath

6

Sleeps

$263.56

/ Nightly

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Midnight Cove II 944C - Exceptional Water Views on Siesta Key

Siesta Key, Florida, United States

Welcome to Midnight Cove II 944C! This stylish 2-bedroom, 2-bath condo combines stunning modern comforts with elegant furnishings and delightful beach touches. Spanning 1,400 sq. ft., this inviting fourth-floor unit accommodates up to 4 guests and is easily accessible by elevator or stairs. 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• CornholebrbrEnjoy the spacious kitchen and dining area, perfect for family meals, and relax on the 26-foot screened-in lanai, which offers striking views of the lagoon, canal, and docks—ideal for sipping your morning coffee or unwinding in the evening.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). brbrMidnight Cove II is perfectly located to allow you to experience the charm of Sarasota, with Siesta Beach's sugar-fine sand and lively Siesta Village nearby, frequently rated among the best beaches in America.brbrReady to pack your bathing suit and flip flops Book your stay at Midnight Cove II 944C today and make lasting memories on beautiful Siesta Key!

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Bath

Sleeps

$245.17

/ Nightly

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Experience Paradise at Midnight Cove II: Modern Siesta Key Condo

Siesta Key, Florida, United States

Discover the perfect getaway at Midnight Cove II, a stunning bayside condominium complex offering private beach access to the world-renowned pure white sands and breathtaking sunsets of Siesta Key Beach. This tropical oasis is ideal for those seeking a vibrant destination filled with shopping, dining, art, and culture. Ride the FREE Siesta Key Breeze Trolley and enjoy all that Siesta Village has to offer without the hassle of parking.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• CornholebrbrMidnight 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). brbrInside our tastefully updated 1st floor, 2-bedroom, 2-bathroom Firethorn unit, you'll find modern furnishings and tile throughout. The unit boasts a spacious living room with a large flat-screen HD TV, a fully equipped kitchen, and dining area. The primary bedroom offers serene comfort, while the additional bedroom provides ample space for guests. Enjoy stunning views from the screened lanai and the convenience of an in-unit washer/dryer.brbrReady to book your Siesta Key condo and experience paradise Book today and make it a reality!

2

Bed

2

Bath

6

Sleeps

$245.17

/ Nightly

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Midnight Cove II 214F - Siesta Key Condo with Unbeatable Bay Views

Siesta Key, Florida, United States

Discover the sunny and clean 1st floor Midnight Cove II 214F unit, featuring 2 bedrooms and 2 bathrooms with stunning views of the canal and lush tropical landscaping. Located just minutes from the world-famous Crescent Beach, this inviting condo is ideal for families or couples seeking a relaxing getaway.brbrHere at Midnight Cove II, we pride ourselves on being a special destination for visitors. Siesta Key offers a vibrant community filled with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, allowing you to explore the village without the hassle of parking. A short stroll will take you to our dedicated beach access, where you can revel in the sensation of sand between your toes.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• CornholebrbrMidnight 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). brbrThe spacious interior of Midnight Cove II 117F is thoughtfully designed for your comfort. The primary bedroom features a king bed and tropical decor along with an ensuite bathroom that includes a walk-in shower for your convenience. The guest bedroom is equipped with twin beds, ideal for accommodating family or friends. Guests will also find that the common area includes a queen sleeper sofa in the living room, providing additional flexibility for sleeping arrangements. All bathrooms feature modern walk-in shower facilities, ensuring a refreshing experience after a day in the sun.brbrOur sprawling tropical oasis accommodates a minimum of 7 nights, and we’d love to help you plan your next getaway. Grab your bathing suit and flip-flops and welcome to your new favorite vacation spot!

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Bath

Sleeps

$245.17

/ Nightly

Condo

Midnight Cove II 213F - Siesta Key Condo with Great Amenities

Siesta Key, Florida, United States

Welcome to Midnight Cove II 213F! This Siesta Key condo is situated in the heart of Siesta Key, where vibrant shopping, dining, art, and culture come together. Enjoy the convenience of the Siesta Key Breeze Trolley, which is free, allowing you to explore without the hassle of parking. With dedicated beach access just a short stroll away, you can experience the joy of sand beneath your toes.brbrOur bayside property offers stunning views of the Intracoastal Waterway while being conveniently located within walking distance to the Gulf of Mexico. Midnight Cove II features a host of amenities, including a heated swimming pool with a spacious deck and lounge chairs, two tennis courts (one with pickleball lines), a basketball court, a clubhouse, and a barbecue grilling area. Enjoy beautiful sunsets from our observation deck and take advantage of private docks available for rent if you’re bringing a boat. brbrDuring the peak season (February and March), enjoy popular events such as live music and yoga classes. We’re also just minutes from downtown Sarasota, the renowned Ringling Museum of Art, and attractions like Walt Disney World and Busch Gardens Tampa Bay. brbrThis lushly landscaped property spans 14 acres, providing a peaceful retreat with the beach community's amenities at your fingertips. The attractively decorated 2-bedroom, 2-bathroom condo on the first floor boasts an inviting ambiance with a large screened lanai that overlooks the picturesque Intracoastal Waterway, making it perfect for relaxation.brbrIf you're looking for a comfortable, family-friendly condominium rental, look no further! Our tropical oasis is perfect for stays of at least 7 nights—though you may want to stay forever! Pack your bathing suit and flip-flops, and let us help you plan your ideal vacation today!

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Bath

Sleeps

$245.17

/ Nightly

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Midnight Cove II 212F - Breathtaking Bay View - Beach Decor!

Siesta Key, Florida, United States

Discover Midnight Cove II 212F for your next getaway! This spectacular 2-bedroom, 2-bathroom condo beautifully captures the essence of beach living, with stylish coastal decor and comfortable furnishings throughout. Nestled on the ground floor, this peaceful retreat offers stunning views of the Intracoastal Waterway, surrounded by lush landscaping on 14 acres of breathtaking scenery. With its ideal location, you'll enjoy private beach access and the vibrant local community, bursting with shopping, dining, art, and culture.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• CornholebrbrMidnight 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). brbrInside, Midnight Cove II 212F welcomes you with an inviting living area adorned with beach decor and comfortable furnishings, including a queen sleeper sofa for added convenience. The fully equipped kitchen features modern appliances and ample counter space, ensuring meal preparation is a pleasure. Gather around the dining table for family meals or enjoy a cozy breakfast on the lanai.brbrThe primary bedroom features a king-sized bed, providing a serene sanctuary for relaxation, while the second bedroom is perfect for kids, equipped with two twin beds. The unit has two well-appointed bathrooms: the ensuite bathroom has a walk-in shower, and the shared bathroom includes a shower/tub combo.brbrReady to embrace the Siesta Key experience Book your stay at Midnight Cove II 212F today and enjoy a blend of comfort, convenience, and island charm. Create lasting memories in this stunning beachfront oasis, where relaxation and adventure come together!

2

Bed

2

Bath

6

Sleeps

$241.42

/ Nightly

Condo

Jamaica Royale 065 Great location!

Siesta Key, Florida, United States

Jamaica Royale Unit 065 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 065, a beautifully updated one-bedroom, one-bath garden villa nestled in the heart of Siesta Key. Perfect for couples or small families, this bright and beachy retreat offers easy access to the community’s three heated pools and a private stretch of Siesta Key’s world-famous white sand beach. Enjoy modern comforts, a renovated interior, and the island’s laid-back charm. All just minutes from Siesta Village’s dining and shopping.brbrHighlightsbr• 7-night minimum (Saturday to Saturday)br• 1 Bedroom / 1 Bathbr• 1 King bed, 1 Queen sleeper sofabr• Newly renovated interior (June 2025)br• Washer and dryer in unitbr• 3 community heated poolsbr• Private beach accessbr• Community BBQ grills and shuffleboardbr• Outdoor patio with seating and umbrellabr• Short walk to Siesta Key public beach and tennis courtsbrbrStep outside your sliding glass doors to a private patio with colorful outdoor dining and lush tropical landscaping. Perfect for your morning coffee or evening cocktail. Guests can enjoy three sparkling heated pools, including one overlooking the Gulf of Mexico, along with a private beach area reserved for Jamaica Royale residents and guests. Spend your days relaxing on the sand, playing a friendly game of shuffleboard, or heading just a short walk away to the public pickleball and tennis courts. As the sun sets, fire up the community BBQ grills and unwind under the palms for a true Siesta Key evening.brbrInside, you’ll find a modern open-concept layout designed for comfort and relaxation. The living area features plush reclining chairs, a cozy sofa that converts to a queen sleeper, and a smart TV for movie nights after a day at the beach. The fully equipped kitchen boasts stainless steel appliances, ample counter space, and both a coffee maker and Keurig for your morning brew. A dining nook for four invites you to share meals in a relaxed, coastal-inspired setting.brbrThe primary bedroom offers a comfortable king-sized bed, coastal decor, and a ceiling fan for breezy nights. The full bathroom includes a walk-in shower with grab bars and a built-in seat, providing convenience and accessibility for all guests.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Living Room: Queen sleeper sofabr• Bathroom: Walk-in shower with seat and grab barsbrbrWasher and dryer combo, complimentary Wi-Fi, assigned parking, beach chairs, and community amenities are all included for a stress-free stay.brbrFrom tranquil mornings on your private patio to sunset strolls along Siesta Key Beach, Jamaica Royale Unit 065 offers a peaceful island retreat with unbeatable amenities and location. Book your stay today with Tropical Sands Accommodations and start planning your next Gulf Coast getaway.

Bed

Bath

Sleeps

$233.62

/ Nightly

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Midnight Cove II 134F - Bayside Views!

Siesta Key, Florida, United States

Discover Midnight Cove II 134F, a stunning 2-bedroom, 1.5-bath Firethorn unit located in a spectacular bayside condominium complex that offers private beach access to Siesta Key Beach, renowned for its world-famous white sands and breathtaking sunsets. This inviting rental is perfect for families or couples looking to enjoy the beauty and tranquility of a Siesta Key getaway.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 recently updated 3rd-floor unit features tropical decor throughout, creating a relaxed island atmosphere. The spacious living area offers a cozy retreat, perfect for unwinding after a day in the sun. Enjoy meals at the dining table or prepare delicious dishes in the fully equipped kitchen, complete with modern appliances for your convenience. Step out onto your screened-in lanai, where a dining table offers scenic views of the Intracoastal Waterway—perfect for enjoying morning coffee or evening dinners while keeping an eye out for dolphins and manatees.brbrThe primary bedroom features a comfortable king bed and stylish decor, while the second bedroom includes a cozy queen bed. The well-appointed bathroom offers a convenient walk-in shower, making it simple for guests to refresh after their beach adventures. brbrTake advantage of resort-style amenities, including a heated pool, tennis courts, a BBQ area, and more! Book your stay at Midnight Cove II today and immerse yourself in the vibrant charm of Siesta Key! Don’t miss your chance to create lasting memories in this tropical paradise!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).

2

Bed

1

Bath

4

Sleeps

$241.42

/ Nightly

Condo

Jamaica Royale 050 Close to the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 050 by Tropical Sands AccommodationsbrbrJamaica Royale Unit 050 is a beautifully updated one-bedroom, one-bath beachside condo located in the desirable Jamaica Royale community on Siesta Key. Designed for couples or a relaxing solo escape, this renovated retreat offers a fresh, modern interior, a fully equipped kitchen, and easy access to resort style amenities. Guests will love being just a short walk from Siesta Key Beach, consistently ranked as the number one beach in America, where nightly sunsets provide the perfect ending to every day.brbrHighlightsbr• Short walk to Siesta Key Beach with private beach accessbr• One bedroom and one bathroombr• Two queen beds in the bedroombr• Queen sleeper sofa in the living areabr• Walk-in showerbr• Three shared heated community pools with immediate accessbr• Beautiful outdoor community spaces with shuffleboard courtbr• Two shared BBQ areasbr• Washer and dryerbr• One assigned parking spotbrbrGuests at Jamaica Royale enjoy private beach access along with three shared heated pools, offering the flexibility to spend your days by the Gulf or poolside just steps from the condo. The beautifully maintained community also features a shuffleboard court for friendly competition, two shared BBQ areas perfect for casual outdoor meals, and convenient onsite laundry facilities. One assigned parking space is included, making arrivals and day trips around Siesta Key easy and stress free. Together, these amenities create a relaxed resort style setting designed for comfort, convenience, and effortless beach living.brbrThe open living area features a bright, updated design with comfortable seating and a queen sleeper sofa, making it easy to unwind after a day at the beach. The fully equipped kitchen includes everything needed to prepare meals at home, from quick breakfasts to casual dinners. Thoughtful updates and a clean, modern aesthetic make this condo feel both welcoming and functional.brbrThe bedroom is designed for comfort and flexibility, featuring two queen beds, ample closet space, and a calm, relaxing atmosphere ideal for restful nights. The bathroom includes a walk-in shower and single vanity, offering a clean and modern space to refresh for the day ahead.brbrRoom Detailsbr• Bedroom: Two queen bedsbr• Living Area: Queen sleeper sofabr• Bathroom: Walk-in showerbrbrA washer and dryer are included for added convenience, making this condo well-suited for extended stays. Jamaica Royale’s prime location places guests close to Siesta Key Village dining, shopping, and entertainment, while still offering a peaceful beachfront setting.brbrJamaica Royale Unit 050 by Tropical Sands Accommodations offers the perfect blend of modern comfort, resort amenities, and one of the best beach locations on Florida’s Gulf Coast. From poolside afternoons to unforgettable sunsets on Siesta Key Beach, this charming condo is an ideal home base for your next getaway. Book your stay today and start planning your beachside escape.

1

Bed

1

Bath

4

Sleeps

$233.85

/ Nightly

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Escape to Midnight Cove II 117F: Siesta Key Condo with Stunning Water Views!

Siesta Key, Florida, United States

Discover the perfect escape at Midnight Cove II, a stunning bayside condominium complex offering private beach access to the world-renowned pure white sands and breathtaking sunsets of Siesta Key Beach. Ideal for those seeking a vibrant setting, this 2-bedroom, 1.5-bathroom first-floor unit provides spectacular views of the Intracoastal Waterway and the Stickney Point Bridge. Enjoy the convenience of being steps from the thriving culture and entertainment of Siesta Village.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• CornholebrbrMidnight Cove II is fully equipped with luxurious amenities, including a heated pool, two tennis courts (one with pickleball), a basketball court, a fitness room, and a BBQ area with grills and tables. Additional features include bike racks, a beautiful observation deck, and private docks available for rent (contact for details).brbrInside, this beautifully updated unit features tiled floors, an extended living area, and a fully equipped kitchen complete with a wine fridge for storing your favorite beverages. The dining area is perfect for entertaining family and friends. The primary bedroom offers serene comfort with an ensuite, while the well-appointed second bedroom is ideal for guests.brbrReady to experience the ultimate Siesta Key getaway Book your stay for a minimum of 7 nights, or explore purchasing your own piece of paradise with our on-site agent. Whether you visit for a week or decide to stay forever, Midnight Cove II is your perfect retreat!

2

Bed

1

Bath

4

Sleeps

$241.6

/ Nightly

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Midnight Cove II 138F - Beautifully Appointed Vacation Rental!

Siesta Key, Florida, United States

Experience the best of coastal living at Midnight Cove II 138F, a spectacular bayside condominium complex offering private beach access to Siesta Key Beach and its world-renowned pure white sands and breathtaking sunsets. This beautifully renovated 2-bedroom, 2-bathroom vacation rental is ideal for families or couples seeking a luxurious escape. Located on the Intracoastal Waterway, this 3rd-floor unit boasts stunning views and is just steps away from sandy shores.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• CornholebrbrInside, you'll find a bright and inviting living area complemented by tropical decor, a fully equipped kitchen with modern appliances, and a cozy dining area perfect for family meals. The primary bedroom includes a king bed and a private ensuite bathroom, while the second bedroom features a queen bed, ensuring ample comfort for everyone. 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).

2

Bed

2

Bath

6

Sleeps

$237.94

/ Nightly

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Jamaica Royale 051 Updated and close to the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 51brManaged by Tropical Sands Accommodations, Siesta Key, FLbrbrWelcome to Jamaica Royale Unit 51, a freshly updated 1-bedroom, 1-bath ground-level condo just steps from the soft white sands of world-famous Siesta Key Beach. Tucked inside the beloved Jamaica Royale community, this stylish coastal retreat offers comfort, convenience, and unbeatable access to three heated pools, shuffleboard, BBQ areas, and Siesta Key’s laid-back charm.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• King bedbr• Ground-level walkout patiobr• Steps to pool, shuffleboard, and BBQ areabr• 3 Heated community poolsbr• Private beach access on Siesta Keybr• Washer and dryer in unitbr• Updated kitchen with stainless steel appliancesbr• 7-night minimum, Saturday-to-SaturdaybrbrEnjoy easy island living with direct access to Jamaica Royale’s three heated swimming pools, beautifully landscaped grounds, and private beach area reserved just for guests. Relax with a cookout at the BBQ stations, challenge friends to a game of shuffleboard, or spend the day soaking up the Florida sunshine on Siesta Beach’s powdery sand.brbrThe open-concept living area is styled in fresh coastal hues and features plush seating, a flat-screen TV, and sliding glass doors leading to your private patio. The fully equipped kitchen includes stainless steel appliances, stone countertops, and all the cookware and utensils you need for home-cooked meals. A glass-top dining table comfortably seats four.brbrThe bedroom offers a serene retreat with a king bed, crisp linens, and bright windows bringing in natural light. A sleek hallway bathroom with a walk-in shower completes the space, making it perfect for couples or a small family.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Hallway Bathroom: Walk-in showerbrbrFor convenience, this condo also features a washer and dryer, complimentary Wi-Fi, and private parking. Step right outside to a patio with seating and an umbrella, the perfect spot for morning coffee or evening cocktails.brbrWith its unbeatable location steps from the beach, updated interiors, and access to Jamaica Royale’s resort-style amenities, Unit 51 is the perfect choice for your next Siesta Key vacation. Book your stay today with Tropical Sands Accommodations and start planning your island getaway!

1

Bed

1

Bath

2

Sleeps

$280.49

/ Nightly

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Jamaica Royale 058 Beautiful unit and close to the pool!

Siesta Key, Florida, United States

Welcome to Jamaica Royale 058, a beautifully renovated one-bedroom, one-bath garden view villa located in the highly desirable Jamaica Royale community on Siesta Key. Updated with a fresh, modern coastal design, this inviting retreat offers a peaceful setting just a short walk from the powdery white sands of Siesta Key Beach. Perfect for couples or small families, this villa blends comfort, thoughtful upgrades, and a prime location near Siesta Key Village.brbrHighlightsbr• Newly renovated villa with modern coastal interiorbr• Short walk to Siesta Key Beachbr• 1 Bedroom / 1 Bathroombr• 2 Queen beds, Queen sleeper sofabr• Private patio with outdoor seatingbr• Beach chairs, wagon, and beach gearbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In-unit washer and dryerbrbrJamaica Royale offers a true resort style experience with beautifully maintained grounds and direct beach access. Spend your days lounging on Siesta Key Beach, relaxing by one of the three heated pools, or enjoying outdoor dining at the community grilling areas. The lush landscaping and garden pathways create a peaceful island setting throughout the property.brbrInside, the villa features a thoughtfully redesigned open layout with stylish coastal finishes. The living area includes a comfortable queen sleeper sofa, two swivel recliners, and a flat-screen TV with enhanced sound, creating the perfect space to relax after a day in the sun. The updated kitchen showcases granite countertops, stainless steel appliances, and is fully equipped with cookware, small appliances, and dining essentials for easy meal preparation. A dining area nearby offers a cozy space to gather.brbrThe bedroom is designed for flexibility and comfort, featuring two queen beds, a television, and a built in workspace with convenient USB ports. The updated bathroom includes a walk-in shower with grab bars and a shower seat, along with an expanded vanity for added space and functionality.brbrRoom DetailsbrPrimary Bedroom: Two Queen bedsbrLiving Room: Queen sleeper sofabrBathroom: Full bathroom with walk-in shower, grab bars, and shower seatbrbrAdditional conveniences include an in-unit washer and dryer, ceiling fans, beach gear including chairs and a wagon, and a private patio perfect for enjoying the Florida sunshine. Located just minutes from Siesta Key Village and accessible by the free trolley, guests can easily explore local dining, shopping, and entertainment.brbrWhether you're planning a relaxing beach getaway or a fun filled island stay, Jamaica Royale 058 by Tropical Sands Accommodations offers a beautifully updated retreat with all the comforts of home. Book your stay today and experience the best of Siesta Key living.

1

Bed

1

Bath

4

Sleeps

$280.49

/ Nightly

Condo

Jamaica Royale 063 Great central location!

Siesta Key, Florida, United States

Jamaica Royale Unit 063 Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 063, a newly renovated one bedroom, one-and-a-half-bathroom condo featuring an updated interior, fresh furnishings, and modern conveniences. This inviting ground-level retreat is nestled within the tropical garden area of the Jamaica Royale community, just a short stroll from Siesta Beach’s world-famous white sand and minutes from Siesta Key’s shopping and dining. Ideal for couples, solo travelers, or small groups, this refreshed unit offers comfort, style, and an unbeatable Siesta Key location.brbrHighlightsbr• Short walk to Siesta Beachbr• 1 Bedroom / 1.5 Bathroomsbr• 2 Full bedsbr• Washer and dryer in unitbr• Access to 3 heated community poolsbr• Community shuffleboardbr• BBQ areas (beachside + courtyard)br• Assigned parkingbr• Located in Jamaica Royale tropical garden areabrbrGuests of Jamaica Royale enjoy access to three heated freshwater pools, lushly landscaped walking paths, and well-maintained beachfront lounging areas perfect for watching Siesta Key’s famous sunsets. Enjoy a friendly game of shuffleboard, grill a fresh meal at either the beachfront or courtyard BBQ area, or relax beneath swaying palms throughout this beautifully kept community.brbrFully renovated in 2025, Unit 063 showcases an airy open layout with new furniture, updated decor, and flat-screen televisions. The kitchen is equipped with new appliances for easy at-home dining, while the cozy living area provides a relaxing space to unwind after a beach day. A dining table and breakfast seating create a comfortable atmosphere for extended stays.brbrThe spacious bedroom features two full beds, making it perfect for couples or small families. A shared hallway bathroom offers a walk-in shower and single vanity, and the added half bathroom provides welcome convenience during your stay.brbrRoom Detailsbr• Bedroom: 2 Full bedsbr• Bathroom 1: Hallway bath with walk-in showerbr• Bathroom 2: Half bathbrbrA washer and dryer are located inside the unit, ideal for week-long or extended visits. Jamaica Royale’s central location provides quick access to Siesta Village, Crescent Beach Shops, local golf courses, arts venues, and Sarasota’s many attractions, all within a short drive.brbrNewly renovated and perfectly located near Siesta Beach, Jamaica Royale Unit 063 offers everything you need for a relaxing island escape. Book your stay with Tropical Sands Accommodations and enjoy comfort, convenience, and all the beauty of Siesta Key.

1

Bed

1

Bath

4

Sleeps

$280.77

/ Nightly

Condo

Jamaica Royale 060 Beautifully updated!

Siesta Key, Florida, United States

Jamaica Royale 060 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 060, a beautifully renovated one-bedroom, one-bath garden view villa located in the highly sought after Jamaica Royale community on Siesta Key. Nestled along the interior esplanade with lush green surroundings, this refreshed retreat offers a bright coastal design, modern updates, and a peaceful setting just a short walk from the world famous Siesta Key Beach. Ideal for couples or small groups, this villa combines comfort, style, and an unbeatable location near Siesta Key Village.brbrHighlightsbr• Newly renovated garden view villabr• Short walk to Siesta Key Beachbr• 1 Bedroom / 1 Bathroombr• 1 Queen bed, Queen sleeper sofabr• Interior esplanade location with green space viewsbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• In unit washer and dryerbr• 1 parking spot brbrJamaica Royale offers a true resort style experience with beautifully maintained grounds and direct access to Siesta Key Beach’s powder soft quartz sand. Guests can relax by one of the three heated pools, enjoy outdoor dining at the community grilling areas, or spend the day at the beach soaking up the Florida sunshine. The peaceful garden setting surrounding this villa creates the perfect backdrop for a relaxing island escape.brbrInside, the villa features a fresh, coastal inspired interior with updated finishes and a comfortable open layout. The living area includes a queen sleeper sofa, flat screen television, and inviting seating, making it easy to unwind after a day at the beach. The updated kitchen is equipped with full-size appliances, ample counter space, and everything needed to prepare meals at home. The adjacent dining area offers a cozy space for enjoying meals or morning coffee.brbrThe primary bedroom provides a restful retreat with a comfortable queen bed, soft coastal decor, and plenty of storage space. The full bathroom includes a walk-in shower and single vanity, offering a clean and modern space to refresh after a day in the sun.brbrRoom DetailsbrPrimary Bedroom: Queen bedbrLiving Room: Queen sleeper sofabrBathroom: Full bathroom with walk-in showerbrbrAdditional amenities include an in unit washer and dryer, convenient access to community amenities, and proximity to the free Siesta Key trolley for exploring the island. Just a short ride away, Siesta Key Village offers a variety of restaurants, shops, and entertainment, while nearby Crescent Beach provides even more opportunities to enjoy the Gulf Coast.brbrWhether you’re planning a romantic getaway or a relaxing beach retreat, Jamaica Royale 060 by Tropical Sands Accommodations offers a stylish and comfortable stay in one of Siesta Key’s most desirable beachfront communities. Book your stay today and experience the best of island living.

Bed

Bath

Sleeps

$283.15

/ Nightly

Condo

Jamaica Royale 059 Beautiful unit and close to the pool!

Siesta Key, Florida, United States

ABSOLUTELY STUNNING! Completely renovated! This sun-filled garden unit is steps to world renowned #1 Siesta Key Beach. One of the QUIETEST units at JR with all new Hurricane safe windows and doors, including one synchronized key for access to both the front and rear patio doors. New designer kitchen with stainless steel appliances! New living room furniture with 37 LCD TV. New bedroom furniture with 32 LED TV, including 2 queen sleigh beds with new DORMIA perfect sleeper mattresses for unsurpassed comfort! New SAFE for protecting valuables! Washer/dryer in unit. Dedicated parking right in front of unit. 3 pools, shuffleboard, BBQ, secure FIOS Wi-Fi. Book early! This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

1

Bed

1

Bath

4

Sleeps

$293.58

/ Nightly

Condo

Gulf and Bay Club- C401 End unit!

Siesta Key, Florida, United States

Bright corner unit on the 4th floor of C Bldg. The living room is furnished with a sofa, two recliners and two easy chairs. A large window above the sofa provides abundant light throughout the condo. The lanai includes comfortable seating for 4-5 people with full view of the impressive sunsets and the beautifully landscaped courtyard with the lake and fountains, tiki huts, pools and mature palm trees. Sliders on the lanai can be opened for access to fresh gulf breezes. Flat screen TV's are in the living room and both bedrooms with the master TV wall-mounted to catch up on programs while relaxing in the king size bed. The sunny kitchen has granite counter tops and a breakfast nook which seats four and overlooks the tennis courts. Both bathrooms have been upgraded with granite countertops and raised vanities and commodes. The guest bathroom has a walk-in shower. Original artwork adorns the walls of the condo and there is newer carpeting throughout.

2

Bed

2

Bath

6

Sleeps

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