Vacation Condo Rentals By Owner In Siesta Key, FL

$294.2

Gulf and Bay Club- B508 Beautiful unit!

Siesta Key, Florida, United States

Beautifully updated and furnished property with everything you would expect from a 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

$407.25

/ Nightly

Condo

Jamaica Royale 079 Updated and closest to the beach!

Siesta Key, Florida, United States

Jamaica Royale Unit 079 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 079, a beautifully renovated two-bedroom, two-bath with garden view vacation rental located on the lush, beachfront grounds of the Jamaica Royale community on Siesta Key. Updated in June 2025 with new tile, appliances, and furniture, this inviting condo offers a relaxed island setting just steps from the world famous quartz sand beaches of Siesta Key.brbrHighlightsbr• Garden-view unit in the Jamaica Royale communitybr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 2 Queen bedsbr• Three heated community poolsbr• Beachfront property with direct beach accessbr• BBQ grills available near the beachbr• Beautifully landscaped tropical groundsbr• Walkable beachfront location on Siesta KeybrbrGuests at Jamaica Royale enjoy access to three heated community pools spread throughout the property, as well as convenient beachfront BBQ grilling areas perfect for casual island meals. The beachfront setting invites long walks along Siesta Key Beach, relaxing afternoons in the sun, or unwinding in a rented beach cabana while enjoying the Gulf breeze.brbrThis garden level unit features a bright and comfortable living area designed for laid-back island living. Updated furnishings and finishes create a welcoming space to relax after a day at the beach. The kitchen is equipped with modern appliances and everyday essentials, making it easy to prepare meals or quick snacks during your stay. Adjacent dining space provides comfortable seating for enjoying meals together.brbrThe primary bedroom features a king bed and a private ensuite bathroom with a shower and tub combination and single vanity. The guest bedroom is furnished with two queen beds and is conveniently located near the hallway bathroom, which includes a walk-in shower and single vanity. Both bedrooms offer a comfortable retreat for restful nights after sun filled days.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with shower and tub combinationbr• Guest Bedroom: Two Queen bedsbr• Hallway Bathroom: Walk-in showerbrbrAdditional amenities at Jamaica Royale Unit 079 include updated appliances, refreshed tile flooring, and comfortable furnishings throughout, providing a clean and inviting space for your Siesta Key getaway.brbrWhether you are soaking up the sun on Siesta Key Beach, enjoying the tropical grounds, or relaxing poolside, Jamaica Royale Unit 079 by Tropical Sands Accommodations offers a classic island experience in a beautifully updated setting. Book your stay today and start counting down to your next beach escape.

Bed

Bath

Sleeps

$407.54

/ Nightly

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Relax at Jamaica Royale T24: Beach Condo with Stunning Sunset Views!

Siesta Key, Florida, United States

Jamaica Royale T24 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrFind your ultimate escape at Jamaica Royale T24! This modern beach condo is just steps from the pristine white sands of Siesta Key Beach, offering everything you need for an unforgettable family getaway on Florida's Gulf Coast. brbrHighlights br• Private Beach Access br• Private Balcony with Beach Views br• FIOS Wi-Fi br• 3 Shared Heated Pools br• Laundry Facility br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrLocated a short stroll from the Siesta Key Breeze Trolley, you're minutes away from the lively Siesta Key Village. Enjoy a diverse selection of dining venues, charming shops, delightful ice cream parlors, inviting coffee shops, and vibrant bars—all within easy reach! 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. brbrStep inside Jamaica Royale T24 to find a welcoming tropical living space with a plush sectional sofa and a TV that opens to the balcony, where you can savor breathtaking Gulf sunsets. The updated kitchen features stainless steel appliances, island seating for three, and a dining table for four. brbrThe primary bedroom offers a luxurious king-size bed and an ensuite bathroom with a walk-in shower for a peaceful retreat after a day in the sun. The guest bedroom features two full beds and convenient access to the hall bath with a shower-tub combo.brbrDon’t hesitate—book your stay at Jamaica Royale T24 today and create unforgettable memories on the beautiful Siesta Key Beach!

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Bath

Sleeps

$382.7

/ Nightly

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Experience Jamaica Royale T63: Top Floor Condo with Gorgeous Beach Views!

Siesta Key, Florida, United States

Jamaica Royale T63 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale T63, a beautiful top-floor condo with 2 bedrooms and 2 bathrooms, ideal for families or small groups. Located in the heart of Siesta Key, this unit offers stunning views of the famous Siesta Key Beach, just steps from your door. Explore nearby attractions, including Siesta Village’s charming shops and restaurants, all within a short ride on the Siesta Key Breeze Trolley.brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• In-unit Washer and Dryer br• FIOS Wi-Fi 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 living area features comfortable furnishings, perfect for relaxation after a day at the beach. The full kitchen includes essential appliances and a washer and dryer for convenience. The dining area flows from the kitchen, ideal for family meals. Step onto your private balcony to enjoy stunning views and fresh Gulf breezes.brbrJamaica Royale T63 boasts a coastal primary bedroom with a king bed and an ensuite bathroom with grab bars for safety. The guest bedroom has a queen bed and a twin bed, accommodating up to five guests. With two televisions and secure FIOS Wi-Fi, this condo ensures all your entertainment needs are met.brbrBook your stay today and make unforgettable memories on the beautiful shores of Siesta Key!

Bed

Bath

Sleeps

$391.02

/ Nightly

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Jamaica Royale Penthouse 5 Updated and Steps to Beach

Siesta Key, Florida, United States

Jamaica Royale PH5 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale PH5, a beautifully renovated two-story penthouse-style condo located in the desirable garden and Pool #2 area of Jamaica Royale on Siesta Key. This spacious two-bedroom, two-bath retreat offers updated coastal interiors, multiple living levels for added privacy, and easy access to the world famous white quartz sands of Siesta Key Beach. Perfect for couples, families, or extended stays, this unique condo combines comfort, convenience, and a prime island location near Siesta Key Village.brbrHighlightsbr• Two-story penthouse-style condobr• Short walk to Siesta Key Beachbr• Located near Pool #2br• 2 Bedrooms / 2 Bathroomsbr• Two Queen bedsbr• Private screened lanaibr• Renovated kitchen and bathroomsbr• In-unit washer and dryerbr• 3 heated community poolsbr• Shuffleboard courts and BBQ areasbr• One Assigned Parking Spot brbrJamaica Royale offers a relaxing resort style setting with tropical landscaping, direct beach access, three heated pools, and community gathering spaces perfect for enjoying the Florida sunshine. Guests can spend their days lounging poolside, grilling beachside dinners at sunset, or exploring nearby Siesta Key Village shops and restaurants using the free island trolley.brbrInside, PH5 features bright and welcoming interiors with comfortable furnishings and updated finishes throughout. The main living level includes a spacious living room with comfortable seating, a dining area, and a renovated kitchen equipped with stainless steel appliances, ample cabinetry, and everything needed for preparing meals during your stay. Sliding glass doors lead to a private screened lanai overlooking the lush garden area, creating the perfect place for morning coffee or evening relaxation.brbrThe upstairs layout provides added separation and privacy between the sleeping spaces. The primary bedroom offers a Queen bed with relaxing coastal decor, while the guest bedroom includes a queen bed for additional guests. Both bathrooms are updated, with one conveniently located on each floor.brbrRoom DetailsbrPrimary Bedroom: Queen bedbrGuest Bedroom: Queen bedbrBathrooms: Two full bathroomsbrbrAdditional amenities include an in-unit washer and dryer, beach access just a short stroll away, and access to Jamaica Royale’s three heated pools, shuffleboard courts, and BBQ areas. Please note this condo features two levels connected by a flight of stairs, which may not be suitable for young children or guests with mobility concerns.brbrWhether you’re planning a relaxing beach escape or an extended Siesta Key vacation, Jamaica Royale PH5 by Tropical Sands Accommodations offers the perfect combination of location, comfort, and updated coastal charm.br-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.

2

Bed

2

Bath

4

Sleeps

$403.69

/ Nightly

Condo

Gulf and Bay Club- E108- Ground Floor- Walk Out!

Siesta Key, Florida, United States

Welcome to Gulf and Bay Club! Enjoy being on the ground floor of the In-Demad E building with direct beach access ! This condo affords you the ability to walk out your lanai door and be on the beautiful Siesta Beach within steps ! Our luxurious main Olympic size swimming pool is also conveniently located in your back yard. This unit is waiting for you to occupy. It has 3bedrooms/2 baths, utility room with washer/dryer, beach chairs and all you would need and more to have an enjoyable vacation. You are guaranteed to be able to relax in this BEAUTIFUL, tastefully decorated condo. This unit has been updated with stainless steel kitchen appliances, granite counter tops and provides you with plenty of pantry storage. Take advantage of the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickle ball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, with some of the most spectacular sunsets on the planet.

Bed

Bath

Sleeps

$385.45

/ Nightly

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Jamaica Royale 074 Close to the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 074 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 074, a newly renovated 2-bedroom, 2-bath garden villa located in the sought-after Jamaica Royale community on Siesta Key. Perfectly situated across from Pool #2 and just a short stroll from the award-winning Siesta Beach, this bright ground-level villa offers a seamless blend of modern comfort and island style. Enjoy easy access to three sparkling community pools, private beach access, grilling stations, and nearby pickleball courts, all within walking distance.brbrHighlightsbr• Newly Renovated (July 2025)br• 2 Bedrooms / 2 Bathroomsbr• 1 King Bed, 2 Queen Bedsbr• Across from Pool #2br• Private Beach Access to Siesta Beachbr• 3 Shared Heated Pools and Grilling Stationsbr• Walking Distance to Pickleball Courtsbr• Washer and Dryerbr• Ground-Level Garden Villabr• 7-Night Minimum (Saturday–Saturday Stay)brbrThis newly updated villa captures the laid-back luxury of Siesta Key living. Spend your days lounging at one of three shared heated pools or head to the private beach access to sink your toes into the famous white quartz sand. Gather for sunset dinners at the community grilling area or enjoy a friendly match at the nearby pickleball courts. With beautifully maintained tropical grounds, plenty of lounge chairs, and shaded outdoor spaces, Jamaica Royale is ideal for extended stays and seasonal escapes.brbrStep inside to a bright, open layout with coastal decor and tile floors throughout. The living room features a reclining leather sofa, 2 swivel accent chairs, and a 55″ Smart TV, creating the perfect spot to unwind after a beach day. The adjacent dining area comfortably seats four, with seating up to 6, while the updated kitchen includes modern cabinetry, a full suite of appliances, quartz countertops, and all the essentials.brbrThe primary bedroom offers a king bed, 40″ TV, dresser, and ensuite bathroom with a tub/shower combination. The guest bedroom includes two queen beds and access to a hallway bathroom with a walk-in shower. Both bedrooms are designed for comfort and restful nights after sun-filled adventures.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with tub/shower combo br• Second Bedroom: Two queen beds, hall bath with walk-in shower brbrGuests will appreciate the in-unit washer and dryer, complimentary Wi-Fi, assigned parking, and proximity to community pools and grills. The villa’s ground-floor location provides easy access for guests of all ages.brbrWith a prime location near Siesta Beach, refreshed interiors, and resort-style community amenities, Jamaica Royale Unit 074 by Tropical Sands Accommodations is your perfect coastal getaway. Book your stay today and experience Siesta Key living at its best!

Bed

Bath

Sleeps

$383.7

/ Nightly

Condo

Jamaica Royale 066 Beautifully Updated and close to the Pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 066 by Tropical Sands AccommodationsbrbrJamaica Royale Unit 066 is a beautifully updated two-bedroom, two-bath garden villa located within the sought-after Jamaica Royale community on Siesta Key. Just steps from private beach access and the white sands of Siesta Key Beach, this inviting condo offers a relaxed coastal setting paired with modern updates and comfortable living spaces. With a renovated interior and a prime location near the Gulf, this home is ideal for families, couples, or extended beach getaways.brbrHighlightsbr• Steps to Siesta Key Beach with private beach accessbr• Two bedrooms and two bathroomsbr• One queen bed and one full bedbr• Twin over full bunk bedbr• Three shared heated community poolsbr• Beautifully maintained outdoor community spacesbr• Community shuffleboard courtbr• Two shared BBQ areasbr• Washer and dryerbr• One assigned parking spotbrbrGuests enjoy access to three shared heated pools, private beach access, and beautifully maintained tropical grounds throughout the Jamaica Royale community. Spend your days lounging poolside, walking directly to the beach, or enjoying outdoor meals at one of the shared BBQ areas. Shuffleboard courts and peaceful garden paths enhance the relaxed resort style atmosphere just outside your door.brbrThe spacious living area is filled with natural light and offers comfortable seating along with a dedicated desk, making it easy to relax or catch up on work if needed. The large dine in kitchen features granite countertops, stainless steel appliances, and ample space for preparing meals together. Sliding doors open to a private patio, creating a seamless indoor outdoor flow and a quiet place to unwind after a beach day.brbrThe primary bedroom features a queen bed, generous closet space, and an ensuite bathroom with a walk-in shower and single vanity. The guest bedroom is designed with flexibility in mind, offering a full bed along with a twin over full bunk bed, making it ideal for families or groups traveling together. A second full bathroom with a walk-in shower is conveniently located off the hallway.brbrRoom Detailsbr• Primary Bedroom: Queen bed and ensuite bathroom with walk-in showerbr• Guest Bedroom: Full bed and twin over full bunk bedbr• Hall Bathroom: Walk-in showerbrbrA washer and dryer are included for guest convenience, along with covered parking located just outside the unit. Jamaica Royale’s prime Siesta Key location places guests close to local dining, shopping, and entertainment while maintaining a peaceful beachfront setting perfect for relaxation.brbrJamaica Royale Unit 066 by Tropical Sands Accommodations combines private beach access, updated interiors, and resort style amenities in one of Siesta Key’s most desirable communities. From morning walks on the sand to evenings spent poolside or on your private patio, this inviting villa offers everything needed for a memorable Gulf Coast escape. Book your stay today and start counting down to your time on Siesta Key.

2

Bed

2

Bath

6

Sleeps

$385.45

/ Nightly

Condo

Jamaica Royale 069 Close to the pool!

Siesta Key, Florida, United States

Jamaica Royale 069 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 069, a beautifully refreshed two-bedroom, two-bath garden view villa located on the stunning shores of Siesta Key. Recently updated with a renovated interior and fresh coastal look as of June 2025, this inviting vacation rental offers a relaxing retreat just moments from the powdery white sands of Siesta Key Beach. Nestled within the lushly landscaped Jamaica Royale community, guests enjoy easy access to the beach, multiple heated pools, and peaceful garden surroundings, making this villa an ideal choice for couples, families, or small groups looking for a comfortable and convenient Siesta Key getaway.brbrHighlightsbr• Garden view villa in the Jamaica Royale communitybr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Queen Bedsbr• Recently renovated interior (June 2025)br• Located near Garden Pool #2br• Three heated community poolsbr• Shuffleboard courtsbr• Community grilling areabr• Beach chairs available for guest usebrbrJamaica Royale is known for its beautifully maintained beachfront property and fantastic resort style amenities. Guests staying in Villa 069 can relax beside one of the three heated swimming pools located throughout the community or spend their days soaking up the sun on world famous Siesta Key Beach just steps away. Enjoy friendly competition at the shuffleboard courts or gather with family and friends at the community grilling patio to prepare a delicious outdoor meal. The lush tropical landscaping surrounding the villa creates a peaceful garden setting where you can unwind after a day of beach adventures.brbrInside, the villa features a bright and welcoming living area designed for comfort and relaxation. The open living room includes comfortable seating and a large television, making it the perfect space to relax after a day exploring Siesta Key. Sliding glass doors bring in natural light and lead to the private patio area where guests can enjoy the tranquil garden surroundings. The fully equipped kitchen provides everything needed to prepare meals during your stay, including full size appliances, cookware, and ample counter space. The adjacent dining area offers seating for enjoying meals together, morning coffee, or planning your next island adventure.brbrThe primary bedroom offers a peaceful retreat with a comfortable king bed, soft lighting, and ample storage space for your belongings. The ensuite bathroom features a shower and tub combination equipped with convenient grab bars for added comfort and accessibility. The second bedroom is perfect for families or groups, featuring two queen beds and plenty of room to unwind after a day in the sun. A second full bathroom is easily accessible and includes modern finishes and a walk-in shower. Each bedroom is designed to provide a restful night’s sleep so guests can wake refreshed and ready to enjoy another beautiful day on Siesta Key.brbrRoom DetailsbrPrimary Bedroom: King bed with ensuite bathroom featuring shower and tub combinationbrSecond Bedroom: Two Queen bedsbrHallway Bathroom: Full bathroom with walk-in showerbrbrAdditional conveniences include an in-unit washer and dryer, beach chairs available for guest use, and a private patio where you can enjoy the tropical landscaping surrounding the villa. The Jamaica Royale community also provides easy beach access, allowing guests to spend their days enjoying the soft quartz sand and stunning Gulf waters that make Siesta Key one of Florida’s most beloved beach destinations. 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 069 by Tropical Sands Accommodations offers the perfect combination of comfort, location, and resort-style amenities. With its refreshed interior, garden setting, and easy access to Siesta Key Beach and community pools, this villa is an ideal home base for your island adventure. Book your stay today and start counting down to your unforgettable Siesta Key vacation.

Bed

Bath

Sleeps

$383.7

/ Nightly

Condo

Jamaica Royale 067 Great updated unit!

Siesta Key, Florida, United States

Jamaica Royale Unit 067 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 067, a beautifully updated two-bedroom, two-bath ground-floor condo with a fresh modern look and serene garden views. Ideally situated in the landscaped garden and pool area of the Jamaica Royale community, this spacious retreat offers comfort, convenience, and easy access to the private Jamaica Royale beach, three heated pools, and Siesta Key’s famous sugar-white sand. Perfect for families and small groups, this inviting condo places you in one of Siesta Key’s most desirable mid-island locations near Siesta Key Beach, Crescent Beach shops, and local dining along Midnight Pass.brbrHighlightsbr• 2 Bedrooms / 2 Bathroomsbr• King bed, Queen bed, and Queen sleeper sofabr• Ground-floor garden-view condobr• Washer and dryer in unitbr• Short walk to Siesta Key Beachbr• Access to three heated poolsbr• Updated interior with granite kitchen counters and travertine tilebr• Leather living room furnishingsbr• Accommodates up to 6 guestsbr• Saturday-to-Saturday stay requiredbrbrUnit 067 offers the perfect blend of indoor comfort and outdoor relaxation. Enjoy access to three sparkling heated pools, beautifully maintained garden walkways, beachside and patio BBQ areas, shuffleboard courts, and a private beach reserved for Jamaica Royale guests. With quiet garden views and close proximity to the resort amenities, this condo provides an ideal home base for beach days, poolside lounging, and sunset strolls.brbrInside, this newly updated unit features travertine tile flooring, bright coastal decor, and comfortable leather seating in the living room. The modernized kitchen includes granite countertops, essential appliances, cookware, and an inviting dining area, perfect for enjoying meals at home. The open living space also includes a Queen sleeper sofa for additional accommodations and a TV for relaxing evenings after exploring Siesta Key.brbrThe primary bedroom offers a King bed, TV, and an ensuite bathroom with a walk-in shower and single vanity. The second bedroom features a Queen bed, easy access to the shared hallway bathroom, and plenty of storage. The second bathroom also includes a walk-in shower with a single vanity. Both bathrooms are designed for comfort and convenience, giving guests plenty of privacy and space.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbr• Second Bedroom: Queen bedbr• Living Room: Queen sleeper sofabr• Hall Bathroom: Walk-in showerbrbrThis condo includes a washer and dryer, complimentary Wi-Fi, assigned parking, and convenient ground-level access. The mid-island location provides quick access to Siesta Key Public Beach, Crescent Beach shops, Siesta Beach Pavilion, bike rentals, kayak tours, and dining along Midnight Pass and Siesta Key Village.brbrWith its updated interior, relaxing garden setting, and prime location near Siesta Key’s world-famous beaches, Jamaica Royale Unit 067 offers the perfect combination of comfort, convenience, and coastal charm. Book your stay with Tropical Sands Accommodations today and experience an unforgettable Siesta Key getaway.

2

Bed

2

Bath

6

Sleeps

$462.35

/ Nightly

Condo

Jamaica Royale 402: Stunning Balcony Views & Fantastic Community Amenities!

Siesta Key, Florida, United States

Jamaica Royale 402 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWe invite you to stay at Jamaica Royale 402, a charming 2-bedroom, 2-bathroom beachfront condo that is perfect for families or friends seeking a relaxing getaway. Located just steps from the pristine beach, you’ll also have easy access to nearby attractions, including local shops and restaurants in vibrant Siesta Key Village. 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 Sarasota, Florida. brbrJamaica Royale 402 features a welcoming living area with a cozy 42-inch TV, perfect for unwinding after a day in the sun. The dining area offers stunning Gulf views, while the kitchen is fully equipped for meal prep. Step out to your private balcony with a dining table, ideal for enjoying morning coffee or sunset dinners.brbrThe primary bedroom includes a comfortable king bed and a 32-inch flat-screen TV, plus an ensuite bathroom with a walk-in shower. The guest bedroom is perfect for family or friends, featuring two full-size beds and a 19-inch flat-screen TV. Both bedrooms have beautiful hardwood floors, creating a cozy atmosphere. The guest bathroom also offers a walk-in shower for refreshing after a day at the beach.br brDon't miss your chance to experience the beauty of Jamaica Royale 402! Book your stay today and discover why guests return year after year to create unforgettable memories on the beautiful shores of Siesta Key!

Bed

Bath

Sleeps

$436.24

/ Nightly

Condo

Family Beach Getaway at Jamaica Royale 705 in Siesta Key!

Siesta Key, Florida, United States

Jamaica Royale 705 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrDiscover the ultimate family beach getaway at Jamaica Royale 705, your ideal Siesta Key condo! This spacious two-bedroom, two-bath vacation rental is just steps from the pristine sands of Siesta Beach. Families will love the close proximity to charming shops and family-friendly restaurants in Siesta Village, 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 area is designed for family comfort, featuring cozy seating and a TV for movie nights. Step out to the large lanai and balcony that offer breathtaking views of Siesta Key’s stunning beaches. The well-equipped kitchen makes preparing family favorite meals easy, and the dining table comfortably seats six, creating a welcoming space for sharing meals and memories together. brbrThe primary bedroom is well-appointed for parents, featuring a king bed, Gulf views, a TV, and an ensuite bathroom with a walk-in shower. Designed with kids in mind, the second bedroom has two full beds, a TV, and convenient access to the hall bathroom with a shower-tub combo. brbrBook your stay at Jamaica Royale 705 for the perfect family beach vacation in Siesta Key, Florida, and make memories that will last a lifetime!

Bed

Bath

Sleeps

$449.26

/ Nightly

Condo

Jamaica Royale 603 Nicely updated and Great views!

Siesta Key, Florida, United States

Jamaica Royale Unit 603 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 603, a beautifully appointed two-bedroom, two-bathroom Gulf view condo located on the sixth floor of the sought after Jamaica Royale community on Siesta Key. With rare expansive balconies, gorgeous water views from multiple rooms, and thoughtfully updated spaces, this home offers an elevated coastal escape just steps from the private beach access and three heated pools.brbrHighlightsbr• Direct Gulf views from living room, dining room, kitchen, and primary bedroombr• 2 bedrooms, 2 bathroomsbr• 1 king bed, 2 full bedsbr• Large open balcony with sunbathing and enclosed seating areasbr• 3 heated community poolsbr• 2 Laundry roomsbr• Private beach access with lounge chairsbr• BBQ and shuffleboard areasbr• Designated parking near elevatorbr• Secure FIOS Wi-Fi and TV servicebrbrUnit 603 features a rare, oversized balcony, offering both open air sunbathing space and a glass enclosed area ideal for enjoying the coastal breeze on cool evenings. Start your morning with coffee while watching the waves roll in, savor open air dining at sunset, or simply relax to the sound of the Gulf. Jamaica Royale provides three heated freshwater pools, shuffleboard courts, BBQ grilling areas, and private beach access with guest-exclusive lounge chairs.brbrInside, the living room features comfortable seating including a sectional sleeper sofa, swivel chairs, and a large flat screen TV. Floor to ceiling sliders frame the Gulf, creating a bright, breezy atmosphere. The fully equipped kitchen includes bar seating for two and opens to a dining table for six, making it easy to gather after long days in the sun. Secure FIOS Wi-Fi and Direct TV are provided in the unit.brbrThe primary bedroom offers beautiful Gulf views, a king bed, flat screen TV, desk, and direct access to the balcony. The ensuite bathroom includes a walk-in tiled shower and single vanity. The second bedroom includes two full beds, a TV, and a large closet, with easy access to the shared hallway bathroom featuring a tub and shower combination.brbrRoom Detailsbr• Primary Bedroom: King bed, balcony access, ensuite bathroom with walk in showerbr• Second Bedroom: Two full bedsbr• Living Room: Sleeper sectionalbr• Bathroom 2: Tub and shower combination, single vanitybrbrGuests enjoy designated parking just steps from the elevator, beach chairs and umbrellas, outdoor showers, shuffleboard courts, BBQ areas, and easy access to Siesta Key Public Beach, trolley stops, and nearby dining and shopping.brbrWith panoramic Gulf views, a rare, oversized balcony, and direct access to Siesta Beach, Jamaica Royale Unit 603 offers an unforgettable coastal stay. Book your getaway with Tropical Sands Accommodations and experience Siesta Key’s beauty from one of its most desirable beachfront communities.

2

Bed

2

Bath

6

Sleeps

$436.24

/ Nightly

Condo

Jamaica Royale 404: Stylish Family Beachfront Condo with Stunning Views!

Siesta Key, Florida, United States

Jamaica Royale 404 by Tropical Sands Accommodations brbrWelcome to Jamaica Royale 404, a beautiful two-bedroom, two-bath beachfront condo located on the fourth floor of the highly sought-after Jamaica Royale complex on Siesta Key. Featuring modern coastal decor, breathtaking Gulf views, and private beach access, this updated condo offers the perfect blend of relaxation and convenience. Guests will love being just minutes from Siesta Key Village, where boutique shops, beach bars, and local dining await.brbrHighlightsbr• Beachfront condo with Gulf viewsbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Private beach accessbr• Balcony and enclosed lanai with beach viewsbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball courtsbr• Fully equipped kitchenbr• In-unit washer and dryerbr• 1 Assigned parking spacebr• 7-night minimum stay (Saturday to Saturday)brbrSpend your days lounging by one of three heated freshwater pools, playing a round of shuffleboard or pickleball, or strolling down the private path to the powdery white sands of Siesta Key Beach. The community offers BBQ grilling areas and beautifully landscaped grounds, creating a serene setting for family gatherings and sunset watching along the Gulf.brbrStep inside a bright, airy living area with comfortable seating and a Smart TV, perfect for movie nights or unwinding after a day in the sun. The open layout connects seamlessly to the fully equipped kitchen, complete with full-size appliances, granite-style countertops, and all cookware essentials. The dining area provides a welcoming space for family meals, while the enclosed lanai and balcony invite you to savor morning coffee or evening cocktails with panoramic beach views.brbrThe primary bedroom offers a relaxing retreat with a king bed, flat-screen TV, and a private ensuite bathroom with a walk-in shower. The guest bedroom features two queen beds, a TV, and access to a hall bathroom with a shower/tub combo. Both bedrooms are designed for restful nights and include ample storage for beachwear and luggage.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbr• Guest Bedroom: Two Queen beds and hall bath with shower/tub combobrbrMake unforgettable memories at Jamaica Royale 404 by Tropical Sands Accommodations, where Gulf-front views, private beach access, and resort-style amenities create the ultimate Siesta Key vacation experience.brbrBook your stay today and enjoy beachfront living at its finest!

Bed

Bath

Sleeps

$436.24

/ Nightly

Condo

Relax in Jamaica Royale 304: Ideal Beachfront Condo in Siesta Key!

Siesta Key, Florida, United States

Jamaica Royale 304 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 304, your perfect slice of Siesta! This stunning 2-bedroom, 2-bathroom condo is a dream retreat for families seeking a beach getaway. This beachfront condo is close to local attractions and combines home's comforts with easy access to the best shopping, dining, and outdoor fun!brbrHighlights br• Private Beach Access br• Balcony 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. brbrJamaica Royale 304 features a welcoming living area with hardwood flooring and a plush sectional sofa, perfect for family movie nights. The fully equipped kitchen effortlessly flows into the dining area, which offers seating for six, creating an ideal space for family gatherings. Step out onto your private balcony, where you can savor your morning coffee or evening cocktails while taking in breathtaking views of the Gulf. br brThe primary bedroom boasts a king bed and an ensuite bathroom featuring a walk-in shower for added convenience. The second bedroom is kid-friendly, furnished with two full beds, and has easy access to the hallway bathroom with a walk-in shower. Each bedroom is equipped with its own TV and DVD player, ensuring everyone can enjoy their favorite shows and movies after a day of fun. brbrDon’t miss your opportunity to experience the beauty and comfort of Jamaica Royale 304! Book your stay today and create lasting memories in Siesta Key's exceptional paradise!

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$436.24

/ Nightly

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Jamaica Royale 804: Your Perfect Siesta Key Beachfront Retreat Awaits!

Siesta Key, Florida, United States

Jamaica Royale 804 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrExperience beachfront living at Jamaica Royale 804, a beautifully designed condo with 2 spacious bedrooms and 2 bathrooms, this inviting retreat is perfect for families, couples, or friends seeking sun and relaxation in vibrant Siesta Key. Explore nearby attractions, including charming shops and delightful restaurants in Siesta Village, just a short trolley ride away on the Siesta Key Breeze.brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table br• 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 Siesta Key, Florida. brbrStep inside Jamaica Royale 804 and discover a bright living area with a cozy sectional queen sleeper sofa and a large HD smart TV, perfect for family movie nights. The chef’s kitchen features stainless steel appliances, a breakfast bar, and a dining table for six, all with stunning beach views. Step out to the balcony for alfresco dining while soaking in spectacular views of the Gulf and Sarasota Bay. The primary bedroom offers a king bed with beach views and an ensuite bathroom, while the guest bedroom features a king bed and easy access to a hall bathroom. Reserve your dream getaway today!

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$436.24

/ Nightly

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Jamaica Royale 604 Beautfully updated and great views!

Siesta Key, Florida, United States

Jamaica Royale Unit 604 Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 604, a stunning two-bedroom, two-bath beachfront condo offering panoramic Gulf views and resort-style amenities on world-famous Siesta Key Beach. This beautifully upgraded villa provides everything you need for a relaxing getaway, from modern coastal interiors to direct beach access, multiple heated pools, and nearby pickleball courts within walking distance of the complex.brbrHighlightsbr• 7-night minimum (Saturday to Saturday)br• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 2 Full bedsbr• Beachfront condo with private balcony and Gulf viewsbr• 3 heated community poolsbr• Private beach access with lounge chairs and tiki hutsbr• Shared BBQ grills and shuffleboardbr• Laundry facilities in buildingbr• Assigned parkingbrbrWake up to the sound of waves and breathtaking beach views right from your private balcony. Guests can enjoy access to three heated freshwater pools, including one located beachfront, and a private beach area with tiki huts, loungers, and community BBQ grills for easy cookouts. Take a short stroll to the public pickleball and tennis courts for some friendly competition or unwind with a sunset walk along the pristine shoreline.brbrThe open-concept living area invites you to relax in style, featuring comfortable seating, a flat-screen TV with DVR, and colorful coastal decor. The fully equipped kitchen includes stainless steel appliances, granite countertops, and wood cabinetry, along with bar seating for three at the pass-through counter. The dining area seats six and opens directly to the balcony, where an outdoor dining table lets you savor meals with a view of the Gulf.brbrThe primary bedroom offers a king-sized bed, flat-screen TV, and direct balcony access with endless ocean views. The perfect spot for your morning coffee or an evening breeze. The ensuite bathroom features upgraded tile and a tub/shower combination. The guest bedroom includes two full-sized beds and its own flat-screen TV, with a nearby guest bathroom also featuring new tile and a tub/shower combination.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with shower/tub combo, balcony access, Gulf viewbr• Second Bedroom: Two Full beds, TV, hallway bathroom access with shower/tub combobrbrWi-Fi, community laundry room, assigned parking, and beach chairs provided in the private beach area.brbrFrom sunrise strolls to sunset cocktails overlooking the Gulf, Jamaica Royale Unit 604 offers the ultimate Siesta Key experience. Enjoy the comfort of home paired with unbeatable beachfront views, community amenities, and a walkable location near dining and recreation. Book your stay today with Tropical Sands Accommodations and experience the beauty of Sarasota’s coastline in style.

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$440.1

/ Nightly

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Jamaica Royale 205: Spacious Beach Condo with Coastal Charm and Shared Amenities

Siesta Key, Florida, United States

Jamaica Royale 205 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 205 by Tropical Sands Accommodations, an updated beach condo designed for relaxation. This spacious condo features 2 bedrooms and 2 bathrooms, making it perfect for families or small groups looking for a memorable getaway on Siesta Key. Enjoy nearby attractions, including the vibrant shops and restaurants of Siesta Village, all within a short Siesta Key Breeze Trolley ride. brbrHighlights br• Private Beach Access br• Balcony with 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. brbrJamaica Royale 205 offers multiple seating areas perfect for family gatherings, including a sectional sofa and TV for movie nights, plus a queen sleeper sofa for extra guests. The updated kitchen features stainless steel appliances for all your meal prep needs. Enjoy dining at the table or on your private balcony with a glimpse of the beach. brbrThe primary bedroom has a king bed and an ensuite bathroom with a shower-tub combo. The second bedroom is ideal for kids, featuring two full-size beds, while a second bathroom also includes a shower-tub combo for convenience.br brDon’t miss your chance to experience the coastal charm of Jamaica Royale 205! Book your stay today and create unforgettable memories on the beautiful shores of Siesta Key!

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$450.7

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Relax in Style at Jamaica Royale 605—Steps from Siesta Key Beach & Village!

Siesta Key, Florida, United States

Jamaica Royale 605 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 605, a stylish beachfront condo with breathtaking Gulf views in the gated Jamaica Royale community on Siesta Key. This inviting two-bedroom, two-bath vacation rental offers a perfect blend of comfort and coastal charm, ideal for families and small groups enjoying a 7-night minimum stay. Just steps from the private beach path, guests can spend their days relaxing on the famous white sands of Siesta Beach, swimming in one of three heated pools, or hopping on the free Siesta Key Breeze Trolley to explore the island’s restaurants, boutiques, and local attractions.brbrHighlightsbr• Private Beach Accessbr• Balcony with Beach and Gulf Viewsbr• 3 Shared Heated Poolsbr• 2 Bedrooms / 2 Bathroomsbr• Beds: 1 King, 2 Queensbr• Washer and Dryerbr• Community Shuffleboard Courtbr• Shared BBQ Grills and Picnic Areasbr• Gated Beachfront Complex with Elevatorsbr• 1 Assigned Parking SpacebrbrStep out from your condo to a private stretch of Siesta Beach, world-renowned for its powdery white quartz sand and turquoise waters. Spend lazy afternoons by one of three heated community pools, challenge friends to a match on the shuffleboard courts, or take a short stroll to nearby pickleball courts for some friendly competition. When hunger strikes, grill up a seaside meal at the shared BBQ and picnic areas, then rinse off at the outdoor showers before heading back to your private balcony to enjoy a front-row seat to Siesta Key’s famous sunsets.brbrInside, the open-concept living area is bright and welcoming, with colorful coastal decor, plush seating, and a flat-screen TV for relaxing evenings in. Large sliding doors flood the space with natural light and open to the private balcony, perfect for outdoor dining or your morning coffee overlooking the Gulf. The fully equipped kitchen features stainless steel appliances, granite countertops, and both a Keurig and drip coffee maker, ensuring every detail is covered. Gather around the dining table for family meals or casual bar seating for snacks and conversation.brbrThe primary bedroom is a serene retreat with a king bed, stunning Gulf views, and an ensuite bathroom complete with a walk-in shower. The guest bedroom offers two queen beds, perfect for families or groups, and easy access to the second full bathroom featuring a shower-tub combination. Each room is thoughtfully designed with cozy bedding, TVs, and closet storage to make unpacking and unwinding effortless.brbrMake your Siesta Key dreams a reality at Jamaica Royale 605—where sun, sand, and relaxation await. With unbeatable Gulf views, resort-style amenities, and direct beach access, this coastal getaway has everything you need for a memorable week in paradise. Book your 7-night stay today with Tropical Sands Accommodations!

2

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2

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6

Sleeps

$440.1

/ Nightly

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Jamaica Royale T43 Nice updates and Great views!

Siesta Key, Florida, United States

Escape to the shores of Siesta Key and enjoy a beachfront getaway at Jamaica Royale – Unit T43. This beautifully maintained two-bedroom, two-bath condo features updated kitchen cabinets, bright coastal decor, and relaxing views of the Gulf of Mexico from your private balcony. With a 7-night minimum stay, guests can settle in and fully embrace island life. Spending days lounging by one of three heated pools, strolling the soft white sands of Siesta Beach, or exploring the charming boutiques and restaurants of Siesta Key Village nearby.brbrHighlightsbr• Updated kitchen cabinets and modern appliancesbr• Private balcony with Gulf and pool viewsbr• 7-night minimum stay br• 2 Bedrooms / 2 Bathroomsbr• 2 King beds + queen sleeper sofa in living roombr• Three shared heated pools and direct beach accessbr• Outdoor grilling area and picnic spotsbr• Shuffleboardbr• Washer and dryer in unitbr• Reserved parking steps from the elevatorbrbrLocated within the sought-after Jamaica Royale community on Crescent Beach, this condo places you close to the island’s best attractions. Enjoy easy access to nearby pickleball courts within walking distance of the complex or walk or drive to Siesta Key Village for shopping, dining, and live entertainment. Spend the day relaxing by one of the resort-style heated pools, strolling along the Gulf shoreline, or enjoying a cookout at the community BBQ area. For more coastal adventures, explore nearby Turtle Beach or spend an afternoon at the boutiques and cafes of St. Armands Circle.brbrStep inside and discover a bright, open concept living area designed for both comfort and connection. The living room features plush seating, a flat-screen TV, and sliding glass doors that lead to the private balcony, perfect for morning coffee or evening sunsets. The fully equipped kitchen showcases updated cabinetry, modern appliances, and a breakfast bar for casual meals, while the adjacent dining area comfortably seats six for shared dinners or game nights.brbrThe primary bedroom offers direct access to the balcony and includes a king bed, television, and ensuite bathroom with a walk-in shower. The second bedroom is equally inviting with a king bed, TV, and convenient access to the hallway bathroom, which features a shower and tub combination. In the living room, a queen sleeper sofa provides extra space for guests who prefer their own sleeping arrangement.brbrWith its updated interior, beachfront access, and convenient amenities, Jamaica Royale – Unit T43 offers the perfect Siesta Key retreat for families, couples, and snowbirds alike. Reserve your stay today and experience why this beachside community remains one of Florida’s most beloved destinations.

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2

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6

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