Vacation Rentals By Owner In Siesta Key, FL

$280.49

Jamaica Royale 037 Updated with a pool view!

Siesta Key, Florida, United States

Enjoy the morning sun on the patio of this lovely updated 1 bedroom 1 bath garden view unit located in the garden/pool area of a beautifully landscaped property. This unit offers 2 queen-size beds and a sofa sleeper in the living room. This unit is very fresh and updated. Simply walk right out your patio door to one of our three pools. A very short walk to the community patio BBQ and shuffleboard, unless you want to BBQ at sunset on the beach. There is also a Tiki hut where you could either hide from the sun or enjoy your beachside BBQ. 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..

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1

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4

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$238.02

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Jamaica Royale 035 Across from the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 035 by Tropical Sands AccommodationsbrbrJamaica Royale Unit 035 is a recently renovated studio condo offering a relaxed Siesta Key escape within the iconic Jamaica Royale beachfront community. This studio, one-bath garden view unit is located in the beautifully landscaped garden and pool area, providing a peaceful setting while still being just steps from the sugar-white sands of Siesta Key Beach and close to local dining and shopping along Midnight Pass Road.brbrThoughtfully updated with a fresh, modern interior, this efficiency style condo is ideal for couples or solo travelers seeking a comfortable and low maintenance beach getaway. Guests enjoy easy access to community amenities and the laid back island lifestyle that makes Jamaica Royale a favorite year after year.brbrHighlightsbr• Garden-view studio condo in Jamaica Royalebr• Studio / 1 Bathroombr• Sleeping accommodations include a queen Murphy bed, queen sleeper sofabr• Located in the garden and pool areabr• Private Beach Access br• 3 Shared Heated Poolsbr• Community Shuffleboard Court br• Onsite laundry facilities br• Two Shared BBQ Areas br• Recently renovated interiorbr• Siesta Key location near dining and shoppingbrbrGuests of Jamaica Royale Unit 035 enjoy access to three heated community pools set throughout the lushly landscaped grounds, offering plenty of space to relax after a day at the beach. The garden and pool area location makes it easy to step outside and enjoy the peaceful surroundings while still being close to the shoreline and community amenities. Jamaica Royale’s beachfront setting provides effortless access to one of the most celebrated beaches in the country.brbrThe interior of this studio condo has been refreshed with modern finishes to create a bright and welcoming space. The open layout maximizes comfort and functionality, allowing guests to transition easily between lounging, dining, and resting. The compact kitchen area provides the essentials for light meals and beach-day snacks, while the seating area offers a cozy place to unwind after a day in the sun.brbrSleeping accommodations are flexible and efficient, featuring a queen Murphy bed that allows the living space to be easily converted from day to night, along with a queen sleeper sofa for added versatility. The bathroom includes a walk-in shower and single vanity, offering a clean and updated space to refresh after beach days.brbrRoom Detailsbr• Studio layout with queen Murphy bed and queen sleeper sofabr• Bathroom features walk-in shower and single vanitybrbrGuests will enjoy access to all Jamaica Royale community amenities, set within beautifully maintained, landscaped grounds that enhance the relaxed coastal atmosphere of the property. This unit follows a seven-night minimum stay with Saturday-to-Saturday reservations, though shorter stays may be approved when available to fill open gaps.brbrJamaica Royale Unit 035 by Tropical Sands Accommodations offers the perfect blend of modern updates, classic island charm, and an unbeatable Siesta Key location. With access to multiple heated pools, lush garden surroundings, and one of Florida’s most famous beaches just steps away, this studio condo is an excellent choice for your next coastal escape. Reserve your stay today and experience the best of Jamaica Royale living.

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$356.58

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Jamaica Royale 033 Close to pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 033 Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 033, a newly refreshed two bedroom, one bathroom coastal villa located in the lush garden and pool area of the beloved Jamaica Royale community on Siesta Key. Just steps from a sparkling heated pool and a short walk to the world renowned Siesta Beach, this ground level villa offers a king bedroom, a twin bedroom with two twin beds, and comfortable open living spaces perfect for families, couples, or small groups looking to unwind in a prime beachside setting.brbrHighlightsbr• 2 Bedrooms / 1 Bathroombr• 1 King bed, 2 Twin bedsbr• Ground level villa with pool just outside the patiobr• 3 heated community poolsbr• 5 minute walk to Siesta Beach (private beach access)br• Shuffleboard court and BBQ areasbr• Community tennis courts nearbybr• Assigned parking spacebr• Updated interior (June 2025)brbrJamaica Royale offers guests exceptional amenities designed for sunny Siesta Key living. Enjoy three heated pools, including one conveniently located right outside the villa’s patio. Relax on the community’s private section of Siesta Beach, complete with lounge chairs, or take advantage of the BBQ grills at the beachside Tiki Hut or at the community patio. Shuffleboard courts and nearby county tennis courts provide fun options for active guests throughout their stay.brbrInside, the open living area provides a cozy space to relax with a large flat screen TV, comfortable seating, and a bright, welcoming atmosphere. The fully equipped kitchen includes essential appliances, cookware, and plenty of counter space, making it easy to prepare meals from morning breakfast to evening dinners. A dining area offers room for everyone to gather and enjoy a shared meal after a day of sun and sand.brbrThe primary bedroom features a comfortable king bed, closet storage, and a peaceful ambiance for restful nights. The guest bedroom includes two twin beds, perfect for families or friends sharing the space. The shared hallway bathroom offers convenience with a walk in shower and a single vanity sink, providing everything guests need to refresh after beach days.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Second Bedroom: Two twin bedsbr• Bathroom: Shared hallway bath, walk in shower only, one vanity sinkbrbrThis villa includes WiFi, cable TV, assigned parking, and access to all Jamaica Royale amenities. Guests are just minutes from Siesta Key Village, local restaurants, shopping, live music, and the Siesta Key Breeze Trolley for carefree island exploring.brbrWith updated interiors, a pool just steps from your patio, and unbeatable access to Siesta Beach, Jamaica Royale Unit 033 delivers the ideal Siesta Key vacation experience. Book your stay with Tropical Sands Accommodations today and enjoy the relaxed coastal lifestyle that keeps guests returning year after year.

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$276.9

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Jamaica Royale 030 Nicely Updated!

Siesta Key, Florida, United States

Jamaica Royale Unit 30 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 30, a bright and newly renovated one-bedroom, one-bath vacation condo located in the heart of Siesta Key. Perfect for couples or small families, this coastal retreat offers a modern interior, beach access just steps away, and resort-style amenities within one of Siesta Key’s most popular beachfront communities. Enjoy sunny days on the white quartz sand of Siesta Beach and unwind in the comfort of your beautifully updated home away from home.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• 1 King Bed, 1 Queen Sleeper Sofabr• 7-night minimum (Saturday to Saturday)br• Newly renovated interior (June 2025)br• Less than a 5-minute walk to Siesta Beachbr• 3 community heated poolsbr• Shuffleboard and BBQ grilling stationsbr• Washer and dryer in unitbr• Beach chairs providedbr• Close to Siesta Key Village and local diningbr• 1 Parking spot assigned brbrLocated within the beloved Jamaica Royale community, guests can enjoy three heated swimming pools, shuffleboard courts, and BBQ grills, one located just steps from the beach. Relax beneath swaying palms, take a dip in the pool, or spend your afternoon walking along the shoreline collecting seashells. Siesta Key Public Beach is just half a mile away, offering tennis and volleyball courts, concession stands, and picnic areas for a fun day under the sun.brbrThis newly updated condo blends coastal comfort with modern upgrades. The open living area features new furnishings, a queen sleeper sofa, and a flat-screen TV for relaxing evenings. The fully equipped kitchen is beautifully renovated with granite countertops, white cabinetry, and stainless-steel appliances, making it easy to prepare home-cooked meals or quick beach snacks. Porcelain tile flooring runs throughout, creating a bright and airy atmosphere.brbrThe primary bedroom offers a king bed with luxury linens, ample storage, and a soothing color palette designed for relaxation. The full bathroom features a walk-in shower with grab bars for added convenience.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Living Room: Queen sleeper sofabr• Bathroom: Walk-in shower with grab barsbrbrThis unit includes a washer and dryer, complimentary Wi-Fi, and beach chairs for guest use. Assigned parking is provided.brbrWhether you’re planning a weeklong beach retreat or an extended stay, Jamaica Royale Unit 30 by Tropical Sands Accommodations offers the perfect blend of comfort, convenience, and island charm. With updated interiors, resort-style amenities, and one of the best beachfront locations on Siesta Key, you’ll have everything you need for a memorable Gulf Coast escape.

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Jamaica Royale 025 Close to pool!

Siesta Key, Florida, United States

Jamaica Royale 025 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 025, a beautifully updated 1-bedroom, 1-bathroom condo located in the heart of Siesta Key. This charming garden-view retreat offers a bright and modern interior, private patio, and easy access to three sparkling community pools and the world-famous quartz sands of Siesta Beach, just a short walk from your door. Perfect for couples or small families seeking a relaxing beach getaway.brbrbrHighlightsbr• 1 Bedroom / 1 Bathroombr• 2 Queen Bedsbr• 7 Night minimum stay br• Updated kitchen with stainless appliancesbr• Private furnished patio with garden viewbr• Walk to Siesta Beach (direct beach access from complex)br• Access to 3 community poolsbr• Beach chairs, umbrella, and toys providedbr• Wi-Fi and streaming TVsbr• On-site laundry facilitiesbr• Reserved parking spacebrbrbrEnjoy the ease of resort-style living with three community pools to choose from, beautifully landscaped grounds for morning strolls, and private beach access leading to the powdery white sands of Siesta Key Beach. Pickleball players will love having courts within walking distance of the complex, perfect for a fun match before heading to the beach. Your private patio offers a tranquil spot to savor morning coffee or evening cocktails while soaking in the peaceful garden views.brbrInside, you’ll find a bright open living area with a plush sofa, large flat-screen TV, and sliding glass doors leading out to the patio. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and a spacious island with bar seating, making mealtime a breeze. A dining nook is also available for casual meals.brbrThe bedroom is a welcoming retreat with two queen beds, soft linens, and a dresser, plus large windows that fill the space with natural light. The bathroom features modern finishes and a walk-in shower.brbrRoom Detailsbr• Bedroom: Two Queen Bedsbr• Bathroom: Walk-in ShowerbrbrWith a prime location near Siesta Beach, three pools, and a stylishly updated interior, Jamaica Royale 025 is the perfect choice for your Siesta Key vacation. Book your stay today with Tropical Sands Accommodations and start planning your beach escape.

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$353.31

/ Nightly

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Jamaica Royale 021 Nice unit, close to the pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 021 Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 021, a beautifully refreshed one bedroom, one bathroom coastal retreat located in the heart of Siesta Key. Just steps from the world famous powder soft sands of Siesta Beach, this updated garden level condo offers two queen beds, modern conveniences, and easy access to the community’s three heated pools. Perfect for couples or small families seeking a relaxed beach getaway near Siesta Key Beach and Siesta Key Village.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• 2 Queen bedsbr• Washer and dryer in unitbr• 3 heated community poolsbr• 4 minute walk to Siesta Beach (via private beach access)br• Shuffleboard and BBQ areabr• Updated interiorbr• One assigned parking spacebr• Close to dining and shopping in Siesta Key VillagebrbrGuests of Jamaica Royale enjoy access to three sparkling heated swimming pools, beautifully landscaped grounds, and private beach access leading directly to the iconic white quartz sand of Siesta Beach, ranked among the best beaches in the United States. Shuffleboard courts and community BBQ areas add fun and convenience for laid back vacation days. Unit 021 is located in the quiet garden area, offering a peaceful setting after time in the sun.brbrStep inside to an inviting living room with comfortable seating, a flat screen TV, and coastal inspired decor. The fully equipped kitchen includes essential appliances, cookware, and ample counter space for preparing meals or beach snacks. A cozy dining table offers a welcoming place to gather after a day by the water.brbrThe bedroom is designed for comfort, featuring two queen beds, new cottage style furnishings, and a flat screen TV. The updated hallway bathroom includes grab bars for added convenience, along with a walk in shower and a spacious vanity.brbrRoom Detailsbr• Bedroom 1: Two queen beds, TVbr• Bathroom 1: Shared hallway bath, walk in shower only, one vanity sinkbrbrThis condo includes a washer and dryer, cable TV, Wi Fi, community beach amenities, and convenient assigned parking. Guests will also enjoy close proximity to Siesta Key Beach, local restaurants, boutiques, and the free Siesta Key Breeze Trolley.brbrWith updated interiors, great community amenities, and a truly unbeatable location near the shimmering shores of Siesta Beach, Jamaica Royale Unit 021 is the ideal Siesta Key escape. Reserve your stay with Tropical Sands Accommodations and start planning your beach vacation today.

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4

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$296.92

/ Nightly

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Jamaica Royale 016 One and a half baths, Close to the Pool!

Siesta Key, Florida, United States

Jamaica Royale Unit 016 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 016, a newly refreshed one-bedroom getaway with one and a half baths, located in the peaceful garden area of the highly desired Jamaica Royale community on Siesta Key. With updated interiors, a king bedroom, a queen sleeper sofa, and easy access to the world-famous Siesta Beach, this garden view condo is ideal for couples or small families seeking a relaxing island escape close to pools, shopping, and local dining.brbrHighlightsbr• 5-minute walk to private beach access on Siesta Beachbr• 1 bedroom, 1.5 bathroomsbr• 1 king bed, 1 queen sleeper sofabr• Located in the Jamaica Royale garden and pool areabr• Access to 3 heated community poolsbr• Washer and dryer in unitbr• Garden view patiobr• Walking distance to Siesta Key Beach and minutes to Siesta Key Villagebr• Assigned parking spacebrbrEnjoy the outdoor lifestyle Siesta Key is known for. This lovely ground level unit places you steps from Jamaica Royale’s three heated pools, a beautifully landscaped garden area, and private beach access to the soft quartz sands of Siesta Beach. Lounge by the pool, stroll to the shoreline for sunset, or relax on your private patio surrounded by tropical greenery.brbrInside, the condo features a bright open living area with comfortable seating and a queen sleeper sofa, perfect for additional guests. A flat screen TV and garden views create an inviting place to unwind after a day in the sun. The fully equipped kitchen includes all the essentials for easy home cooking, plus a dining area ideal for morning coffee or casual meals.brbrThe serene primary bedroom offers a king bed, spacious closet, and calming coastal decor designed for restful nights. The main bathroom is located off the hallway and features a walk-in shower with a built-in shower seat and a single vanity. A convenient half bath is available just down the hall, perfect for guests using the sleeper sofa.brbrRoom Detailsbr- Primary Bedroom: King bedbr- Living Room: Queen sleeper sofabr- Bathroom 1: Hallway access, walk in shower, single vanitybr- Half Bath: Hallway accessbrbrThis condo also includes a washer and dryer, Wi-Fi, cable TV, and assigned parking. Guests can enjoy easy access to Siesta Key’s free trolley, nearby restaurants, shopping at Siesta Key Village, and the island’s many outdoor activities.brbrWhether you are planning a beach retreat, a winter escape, or a week of sunshine and relaxation, Jamaica Royale Unit 016 offers comfort, convenience, and an unbeatable location near Siesta Beach. Book your stay with Tropical Sands Accommodations and enjoy the best of Siesta Key living.

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1

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4

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$243.32

/ Nightly

Apartment

Jamaica Royale 015 Updated and Close to pool!

Siesta Key, Florida, United States

Jamaica Royale 015 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 015. Come and enjoy this spacious, coastal studio garden view unit with all the amenities expected of a larger condo. Fantastic location just steps to the pool in the garden area of our beautiful, landscaped property.brbrLuxurious Queen murphy bed and a beautiful leather queen sleeper sofa. All brand new appliances with a built in air fryer in oven, ice maker and water in fridge in a fully stocked kitchen with stone countertops. There is also a 50” smart flat screen tv.brbrAfter a day on the number #1 beach in North America enjoy a relaxing European style shower.brbrHighlightsbr• Newly renovated studio with coastal modern designbr• Short walk to Siesta Key Beachbr• Studio / 1 Bathroombr• Queen Murphy bed, Queen sleeper sofabr• Steps to community poolbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• 50” Smart TVbr• Fully equipped kitchen with upgraded appliancesbr• 1 Assigned Parking Spot brbrJamaica Royale offers a true resort style experience with direct beach access and beautifully landscaped grounds. Guests can spend their days relaxing on Siesta Key Beach, cooling off in one of the three heated pools, or enjoying outdoor dining at the community grilling areas. The convenient garden location places you just steps from the pool while still offering a peaceful setting.brbrRoom DetailsbrStudio: Queen Murphy bed and Queen sleeper sofabrBathroom: Walk-in European style showerbrbrAdditional features include ample storage for extended stays and easy access to the free Siesta Key trolley for exploring nearby dining, shopping, and entertainment. Just minutes from Siesta Key Village, this location offers the perfect balance of relaxation and island activity.brbrWhether you’re planning a romantic getaway or a long term stay, Jamaica Royale 015 by Tropical Sands Accommodations offers a beautifully updated and comfortable retreat in one of Siesta Key’s most sought-after beachfront communities. Book your stay today and experience the best of island living.brbrThis unit has a 7-night or 4-night minimum depending on the time of year. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

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2

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$256.73

/ Nightly

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Jamaica Royale 014 - Close to pool and Beach!

Siesta Key, Florida, United States

Jamaica Royale 014 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 014, a beautifully renovated studio villa located in the desirable garden and poolside area of the Jamaica Royale community on Siesta Key. Updated in 2025 with a fresh coastal design, this thoughtfully upgraded retreat offers modern finishes, a private lanai, and close proximity to the world famous Siesta Key Beach. Perfect for couples or solo travelers, this unit is one of the closest studio villas to the beach, combining comfort, style, and convenience near Siesta Key Village.brbrHighlightsbr• Newly renovated studio with coastal modern designbr• Short walk to Siesta Key Beachbr• Studio / 1 Bathroombr• Queen Murphy bedbr• Private lanai with outdoor diningbr• Located in garden and poolside areabr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• 1 Assigned Parking Spot brbrJamaica Royale offers a true beachfront resort style experience with direct access to Siesta Key Beach and beautifully maintained tropical grounds. Guests can spend their days lounging on the soft quartz sand, cooling off in one of the three heated pools, or enjoying a casual meal at the community grilling areas. The peaceful garden setting provides a relaxing escape just steps from all the action.brbrInside, the studio features a fully updated interior with a bright and inviting coastal feel. The kitchen has been completely redesigned with quartz countertops, Samsung stainless steel appliances, soft close shaker cabinetry, and a spacious pantry for added storage. The open layout is enhanced by porcelain tile flooring throughout, fresh paint, and updated furnishings, creating a clean and modern space to relax.brbrThe living and sleeping area is designed for flexibility with a queen Murphy bed system that allows you to maximize space during the day. A new dining set provides a comfortable place for meals or morning coffee, while the updated air conditioning system ensures year round comfort.brbrThe bathroom offers a spa like experience with a walk-in shower featuring floor to ceiling tile, a frameless glass enclosure, and built in bench seating for added comfort.brbrRoom DetailsbrStudio: Queen Murphy bedbrBathroom: Walk-in shower with bench seatingbrbrStep outside to your private lanai, complete with a Polywood dining set, umbrella, and updated landscaping, perfect for enjoying outdoor meals or relaxing in the Florida sunshine. Located just a short stroll from the beach and community amenities, this villa offers easy access to everything Siesta Key has to offer.brbrWhether you’re planning a romantic getaway or a peaceful beach retreat, Jamaica Royale 014 by Tropical Sands Accommodations delivers a beautifully updated space in an unbeatable location. Book your stay today and experience the best of Siesta Key living.

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2

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$393.84

/ Nightly

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Jamaica Royale 012 Updated and beachy!

Siesta Key, Florida, United States

Lovely 2 Bedroom/1 Bath Condo. Updated to make your stay pleasant and relaxing with all the comforts of home. Completely renovated in 2025. The living room features plenty of seating, including a Recliner, comfortable Sleep Sofa, and 42-inch TV (cable provided and USB port in the back if you need it.) Washer/Dryer in the unit. Both a Keurig AND regular coffee maker are available. Ceiling fans in both bedrooms. Walk-in Shower. Free Wi-Fi. We have furnished and stocked the unit with the thought of what would we like to find when we rent a condo. We want you to enjoy your stay.br br Patio is only steps away from (1) of the (3) Heated Pools on the grounds. Only a short walk further and you find yourself on the soft white sand of world-famous Siesta Key Beach. Comfortable Lounge Chairs provided at the pools AND the beach. Have fun playing shuffleboard and enjoy easy access to a BBQ area. On-site management makes it easy to get questions answered and any unexpected issues addressed. br br br Leave your car parked while here and take advantage of the many easy FREE transportation services on the island including the Trolley and Shuttle services. Bike rentals are also available in multiple locations.br br 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.

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$356.97

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Jamaica Royale 10 UPDATED POOL VILLA STEPS TO BEACH

Siesta Key, Florida, United States

Jamaica Royale 010 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 010, a beautifully renovated two-bedroom, two-bath poolfront villa offering true beachside bliss on Siesta Key. This ground floor retreat combines modern coastal design with unbeatable proximity to both the pool and the powdery white sands of Siesta Key Beach. Thoughtfully updated and fully furnished, this villa is perfect for families, couples, or small groups seeking comfort, convenience, and a prime island location near Siesta Key Village.brbrHighlightsbr• Fully renovated poolfront villa with modern coastal designbr• Closest 2 bedroom/2 bathroom villa to the beach on the North side with morning sun and afternoon shadebr• 2 Queen beds, plus Sleeper sofa and reclinerbr• Ground floor unit with direct pool accessbr• In unit washer and dryerbr• 3 heated community pools. Unit located near Pool #2.br• Shuffleboard courtsbr• Community BBQ grilling areasbr• 1 Assigned parking Spot brbrJamaica Royale offers a true resort style experience with direct beach access and beautifully maintained grounds. Guests can relax by one of the three heated pools, enjoy a casual cookout at the community grilling areas, or take just a few steps to the Gulf to experience Siesta Key’s world famous white sand beach. The poolfront location of this villa makes it easy to transition from your patio to a refreshing swim or a relaxing day in the sun.brbrInside, the villa features a bright and stylish interior with sleek finishes and coastal inspired decor. The open living space is designed for comfort and ease, offering a sleeper sofa and a reclining chair, perfect for unwinding after a day at the beach. The updated kitchen is fully equipped for everyday living, providing everything needed to prepare meals and gather with family and friends.brbrEach bedroom is thoughtfully designed to offer privacy and comfort, both featuring queen beds and private ensuite bathrooms. Televisions in each bedroom provide added convenience for relaxing evenings. The layout is ideal for couples traveling together or families wanting separate, comfortable spaces.brbrRoom DetailsbrPrimary Bedroom: Queen bed with ensuite bathroombrSecond Bedroom: Queen bed with ensuite bathroombrLiving Room: Sleeper sofabrBathrooms: Two ensuite bathrooms with walk-in showersbrbrAdditional amenities include an in unit washer and dryer, convenient parking right outside your door, and a private patio space perfect for enjoying your morning coffee or relaxing in the shade after a day at the beach. 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 enjoying the pool just steps away, relaxing on the patio, or taking a quick stroll to the beach, Jamaica Royale 010 by Tropical Sands Accommodations delivers the perfect blend of location, comfort, and coastal charm. Book your stay today and experience the best of Siesta Key living.

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$258.2

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Apartment

Jamaica Royale 009 Updated and across from pool!

Siesta Key, Florida, United States

Jamaica Royale 009 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 009, a charming and updated studio villa located in the highly desirable Jamaica Royale community on Siesta Key. Perfectly positioned poolside near Garden Pool #2, this efficient and thoughtfully designed retreat offers easy access to Siesta Key Beach’s world famous white sands along with resort style amenities. Ideal for couples or solo travelers, this cozy studio provides a relaxing and convenient home base just minutes from Siesta Key Village’s dining, shopping, and entertainment.brbrHighlightsbr• Poolside studio in Jamaica Royale communitybr• Located next to Garden Pool #2br• Short walk to Siesta Key Beachbr• Studio / 1 Bathroombr• Queen Murphy bed and Queen sleeper sofabr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• Updated interior with modern finishesbr• 1 parking spot availablebrbrJamaica Royale offers a true beachfront resort experience with beautifully maintained grounds and direct access to Siesta Key Beach. Spend your days lounging by one of the three heated pools, enjoying a friendly game of shuffleboard, or walking just steps to the Gulf to take in the soft quartz sand and breathtaking sunsets. The convenient poolside location makes it easy to enjoy a refreshing swim or relax in the Florida sunshine anytime.brbrInside, the studio is designed for comfort and functionality with updated furnishings and a bright, welcoming layout. The living area features a comfortable leather sleeper sofa, a large flat screen TV, and flexible sleeping arrangements with a queen Murphy bed that can be tucked away to maximize space during the day. The kitchenette includes essential appliances, granite countertops, and everything needed for light meal preparation. A dining area provides a cozy spot to enjoy meals or morning coffee before heading out to the beach.brbrThe full bathroom includes a shower and tub combination with a single vanity, offering convenience and comfort for your stay.brbrRoom DetailsbrStudio: Queen Murphy bed and Queen sleeper sofabrBathroom: Full bathroom with shower and tub combinationbrbrAdditional amenities include easy access to the nearby pool, beautifully landscaped surroundings, and proximity to the free Siesta Key trolley for exploring the island. Guests can take a short ride or walk to Siesta Key Village or Crescent Beach for more dining, shopping, and entertainment options.brbrWhether you’re planning a romantic getaway or a peaceful solo escape, Jamaica Royale 009 by Tropical Sands Accommodations offers a comfortable, convenient, and perfectly located Siesta Key retreat. Book your stay today and enjoy everything this beachfront community has to offer.brbrThis unit has a 7-night minimum rental policy however shorter 4-night stays may be considered to fill calendar gaps. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

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2

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$307.98

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Jamaica Royale 007 Awesome updates & close to the beach!

Siesta Key, Florida, United States

Jamaica Royale 007 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 007, a completely renovated one-bedroom, one-bath garden view villa offering a fresh take on relaxed Key West inspired living on Siesta Key. Ideally located just steps from Pool #2 and a short stroll to the powdery white sands of Siesta Key Beach, this thoughtfully upgraded retreat blends modern design, comfort, and convenience in one of the island’s most desirable beachfront communities.brbrHighlightsbr• Newly renovated villa with coastal modern designbr• Steps to Garden Pool #2br• Short walk to Siesta Key Beachbr• 1 Bedroom / 1 Bathroombr• King Tempur Pedic bed, Queen sleeper sofabr• 75” Smart TV in living room, 65” Smart TV in bedroombr• 3 Shared heated Poolsbr• Community Shuffleboard Courtbr• Two shared BBQ areas br• Beach chairs and beach gear providedbr• In unit washer and dryerbr• 1 Assigned Parking Spot brbrJamaica Royale offers a true resort style experience with direct access to Siesta Key Beach, three heated pools, shuffleboard courts, and community grilling areas. Guests can enjoy the ease of stepping out to the pool just feet from the patio or taking a short walk to the Gulf to experience one of Florida’s most famous beaches.brbrInside, the villa showcases a refreshing mid century coastal design with an open, comfortable layout. The living room features a 75-inch glare free smart TV with DIRECTV streaming and app access, along with a queen sleeper sofa fitted with a Tempur Pedic mattress for added comfort. Sliding glass doors open to the patio, creating seamless indoor and outdoor living.brbrThe fully updated kitchen is equipped with Cambria solid surface countertops and GE Monogram appliances, offering both style and functionality. A spacious dining area with a round glass top table and seating for six provides the perfect space for meals, games, or gathering after a day at the beach.brbrThe bedroom is designed as a relaxing retreat with a king Tempur Pedic mattress, a 65-inch smart TV, and an oversized closet for storage. The spacious bathroom offers a spa like feel with a curb less entry walk-in shower, nonslip tile flooring, grab bars, and a large vanity with additional storage.brbrRoom DetailsbrPrimary Bedroom: King Tempur Pedic bedbrLiving Room: Queen sleeper sofa with Tempur Pedic mattressbrBathroom: Walk-in shower with grab bars and curb less entrybrbrAdditional amenities include a utility room with a washer and dryer, Dyson vacuum, 4 Tommy Bahama folding beach chairs, and a variety of beach gear including beach toys (skim board, boogie board, pool noodles, and inflatable floats). Guests can enjoy both east and west facing patio spaces, offering sunny morning coffee spots and shaded relaxation throughout the day. 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 escape or an extended stay, Jamaica Royale 007 by Tropical Sands Accommodations offers a beautifully upgraded and thoughtfully designed retreat in the heart of Siesta Key. Book your stay today and experience elevated island living.br-brThis unit has a 7-night minimum Saturday to Saturday rental policy or can be booked for fewer nights of 4 or more if there are gaps around other guest reservations. We will do our best to accommodate any request.

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1

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4

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$523.83

/ Nightly

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Jamaica Royale 006 close to the beach!

Siesta Key, Florida, United States

Delightfully updated one bedroom one bath. This is a garden view unit located in the garden/pool area of our beautifully landscaped property. Enjoy any of the three heated pools, shuffleboard and BBQ after a day of relaxing on our famous sandy white beach RATED #1 in the WORLD by Dr. Beach in 2011 and 2017. Delight in sunset evenings or relax on your back patio. you will love this unit! 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.

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4

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$351.67

/ Nightly

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Jamaica Royale 005 Updated and close to the beach!

Siesta Key, Florida, United States

Jamaica Royale Unit 005 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 005, a beautifully updated two-bedroom, one-and-a-half-bath condo with a fresh new look. Nestled on the ground floor with peaceful garden views, this spacious retreat sits just steps from the pool area, shuffleboard courts, and the private beach exclusive to Jamaica Royale guests. Located along Siesta Key’s popular Midnight Pass, you’ll enjoy easy access to Siesta Key Beach, Siesta Key Village, and local dining, all while relaxing in one of the most beloved beachfront communities on the island.brbrHighlightsbr• 2 Bedrooms / 1.5 Bathroomsbr• Queen bed, Full bed, and Queen sleeper sofabr• Ground-floor garden-view condobr• Ensuite half bath in guest bedroombr• Short walk to Siesta Key Beachbr• Access to three heated poolsbr• Washer and dryer in unitbr• Accommodates up to 6 guestsbr• Saturday-to-Saturday stay requiredbr• Central location near dining, shopping, and Siesta Key attractionsbrbrSet within Jamaica Royale’s lush and beautifully landscaped grounds, Unit 005 offers easy access to three heated pools, shuffleboard courts, BBQ grills, and a private stretch of Siesta Key Beach, consistently ranked among the top beaches in the world for its powdery white sand. Enjoy leisurely afternoons by the pool, peaceful walks through the garden pathways, or sunset evenings along the shoreline just moments from your patio.brbrThis charming condo features an updated interior with bright coastal decor and comfortable furnishings. The open living room includes a queen sleeper sofa, ample seating, and a TV, perfect for relaxing after a day at the beach. The fully equipped kitchen provides everything you need for preparing meals, while the dining area is ideal for enjoying breakfast before heading out to explore Siesta Key.brbrThe primary bedroom features a cozy Queen bed, TV, and access to the hallway bathroom, which includes a walk-in shower and single vanity. The guest bedroom includes a Full bed plus its own ensuite half bathroom, offering added convenience for families or couples traveling together.brbrRoom Detailsbr• Primary Bedroom: Queen bedbr• Second Bedroom: Full bed with ensuite half bathroombr• Living Room: Queen sleeper sofabr• Bathroom: Hallway bathroom with walk-in showerbrbrThis condo includes a washer and dryer, complimentary Wi-Fi, assigned parking, easy ground-level access, and a relaxing outdoor patio area. Its ideal mid-island location places you minutes from Siesta Key Village, Crescent Beach shops, Siesta Beach Pavilion, bike rentals, kayaking tours, and island dining.brbrWith its newly refreshed interior, private beach access, three heated pools, and unbeatable Siesta Key location, Jamaica Royale Unit 005 is the perfect choice for a relaxing and memorable coastal getaway. Book your stay with Tropical Sands Accommodations and experience the beauty, comfort, and convenience of this beloved beachfront community.brbrThis unit has a 7-night minimum rental policy however shorter 4-night stays may be considered to fill calendar gaps. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

2

Bed

1

Bath

6

Sleeps

$300.03

/ Nightly

Condo

Jamaica Royale 3 Updated and close to the beach!

Siesta Key, Florida, United States

Jamaica Royale Unit 003 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 003, a charming ground-floor one-bedroom, one-bath condo with a freshly updated interior. Located just steps from the beautifully landscaped garden and pool area of Jamaica Royale and within walking distance of world-famous Siesta Key Beach, this bright and inviting retreat is perfect for couples and small families seeking a relaxed, walkable beach escape. Enjoy direct access to three heated pools, a private stretch of beach, and the unbeatable convenience of staying in the heart of Siesta Key’s Midnight Pass, close to Siesta Key Public Beach and Siesta Key Village.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• Bedroom with two Queen bedsbr• Ground-floor garden-view condobr• 3 heated pools in the communitybr• Short walk to Siesta Key Beachbr• Walk-in shower with seat and grab barsbr• Washer and dryer in unitbr• Accommodates up to 4 guestsbr• Saturday-to-Saturday stay requiredbr• Convenient mid-island location near dining, shopping, and Siesta Key attractionsbrbrRelax into the island lifestyle with access to three sparkling heated pools, beautifully maintained outdoor lounging areas, and a private beach exclusively for Jamaica Royale guests. The ground-floor location offers easy access to the garden pathways, making your morning stroll to the beach or pool effortless. Whether you prefer sunbathing by the pool, collecting shells along the shoreline, or enjoying a peaceful scenic walk, this community provides a serene and welcoming resort atmosphere.brbrInside, Unit 003 features a newly refreshed and updated interior designed for comfort and ease. The open living area includes cozy seating, a TV for relaxing after beach days, and sliding doors that bring in natural light from the garden setting. The fully equipped kitchen includes essential appliances, cookware, and dining space so you can prepare meals at home or enjoy takeout from Siesta Key’s popular local restaurants.brbrThe spacious bedroom offers two Queen beds, a TV, and plenty of storage, providing a restful place to unwind after exploring Siesta Key. The bathroom features a walk-in shower with grab bars and a built-in shower seat, offering added accessibility and convenience.brbrRoom Detailsbr• Primary Bedroom: Two Queen bedsbr• Bathroom: Walk-in shower with grab bars and shower seatbrbrThis condo includes a washer and dryer, complimentary Wi-Fi, assigned parking, and easy access to the community walkway system that leads directly to the pool and beach. Its central location along Midnight Pass makes it simple to reach Siesta Key Village, Crescent Beach shops, Siesta Beach Pavilion, bike rentals, and waterfront dining.brbrWith its unbeatable location, updated interior, and access to Jamaica Royale’s outstanding amenities, Jamaica Royale Unit 003 is the perfect place to enjoy a relaxing Siesta Key getaway. Book your stay with Tropical Sands Accommodations and experience the comfort, convenience, and beauty of this beloved beachfront community.brbrThis unit has a 7-night minimum rental policy however shorter 4-night stays may be considered to fill calendar gaps. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

1

Bed

1

Bath

4

Sleeps

$296.56

/ Nightly

Condo

Jamaica Royale 1 UPDATED & CLOSEST TO BEACH

Siesta Key, Florida, United States

Jamaica Royale 001 by Tropical Sands Accommodations brbrWelcome to Jamaica Royale 001 – Your Perfect Beach Retreat in Siesta Key! This one-bedroom, one-bath beach condo is the ideal getaway for friends seeking a memorable escape just seconds from the picturesque Siesta Key Beach. Located at ground level, this condo offers easy access to the sand and surf while being conveniently close to charming shops and fantastic dining options in vibrant Siesta Key Village, all accessible via the Siesta Key Breeze Trolley. brbrHighlights br• Private Beach Access br• Ground Level Condobr• In-unit Washer and Dryer br• Patio with Seating 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. brbrStep inside this welcoming open-concept vacation rental, where you'll find a cozy living room featuring ample seating, a TV, and a dining table set for four—perfect for meals and game nights with friends. The well-equipped kitchen is outfitted with all the essentials you need to prepare delicious meals, ensuring your group feels right at home. brbrThe primary bedroom offers a serene retreat with two full beds and easy access to the full bathroom. In the living room, a queen-size sleeper sofa provides additional sleeping arrangements for extra guests. You'll also appreciate the in-unit washer and dryer, ensuring that your beach towels and swimsuits are always fresh and clean. brbrDon’t miss out on the chance to experience the beauty and relaxation of Jamaica Royale 001! Book your stay today and create unforgettable memories in this ideal Siesta Key vacation condo—where fun, sun, and beach adventures await!brbrThis unit has a 7-night minimum rental policy however shorter 4-night stays may be considered to fill calendar gaps. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

1

Bed

1

Bath

4

Sleeps

$427.85

/ Nightly

Condo

Gulf and Bay Club- F406 Amazing views!

Siesta Key, Florida, United States

A wonderful 3 bedroom, 2 bath corner unit with a direct view overlooking the Gulf of Mexico and America's #1 rated Siesta Beach. If youâ„¢re looking for a beach retreat where you can watch the beautiful sunsets over the Gulf from your lanai and fall asleep to the sound of waves hitting the white sandy beach, youâ„¢ll find it here! If youâ„¢re looking for resort living, Gulf and Bay Club is the best Siesta Key has to offer, with its 3 heated swimming pools, 8 tennis courts (including clay and hard-courts, and 2 converted for pickleball), an extensive fitness center, saunas, hot tub, shuffleboard, basketball, and racquetball, not to mention clubhouses with social and athletic activities, multiple scenic grilling and outdoor eating areas, and 24 hour gated access. Reserve your time now for that sensational Florida vacation youâ„¢ve been dreaming about!

3

Bed

2

Bath

6

Sleeps

$450.7

/ Nightly

Condo

Gulf and Bay Club- F401 Amazing renovation and views!

Siesta Key, Florida, United States

This beautiful 3-bedroom 2 bath end unit with a direct view of the Gulf of Mexico. This unit updated and very well furnished with a fully equipped kitchen. It also has an enclosed lanai with sliding windows for you to enjoy the gulf breeze while eating, lounging or just enjoying Florida's beautiful sunsets. All bedrooms have TV's and the condo is Wi-Fi equipped. Large master bedroom with a king size bed and direct view of the gulf. The master bath has double sinks, a standalone shower as well as a whirlpool bathtub. The second bedroom has a king size bed and the third bedroom has bunkbeds with a full size on bottom and twin size on the top. Also has utility room with a full-size washer/dryer. Full access to luxury resort amenities such as 3 heated swimming pools, 6 tennis courts and a fitness center just to name a few and only steps away from the white sandy beach. This very spacious, comfortable unit provides the ultimate vacation and is waiting for your arrival!

3

Bed

2

Bath

6

Sleeps

$336.62

/ Nightly

Condo

Gulf and Bay Club- E705 Awesome views!

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

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