Home Vacation Condo Rentals By Owner In Siesta Key, FL

Showing 660 Of 1244 Vacation Rentals
Slider Thumb
Exceptional(3)

$332.13

/ Nightly
Condo

Jamaica Royale 099 Nice Gulf side unit!

Siesta Key, Florida, United States

Jamaica Royale 099 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 099, a comfortable two-bedroom, two-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. Just a short walk from the powdery white sands of Siesta Key Beach, this inviting retreat offers a family friendly layout, convenient amenities, and a relaxing coastal atmosphere near Siesta Key Village.brbrHighlightsbr• Garden view villa in Jamaica Royale communitybr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 2 sets of bunk bedsbr• Family friendly layoutbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• Beach chairs providedbr• In-unit washer and dryerbr• 1 Assigned Parking 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 enjoying the soft quartz sand, cooling off in one of the three heated pools, or gathering at the community grilling areas for outdoor meals. The beachside BBQ area provides the perfect setting to take in stunning Gulf Coast sunsets.brbrInside, the villa features a bright and functional layout with tile flooring throughout for easy living. The living area offers comfortable seating and a welcoming space to relax after a day at the beach. The fully equipped kitchen provides everything needed to prepare meals, with a nearby dining area for gathering with family and friends.brbrThe primary bedroom offers a king bed and ensuite bathroom, creating a private retreat for relaxation. The guest bedroom is ideal for families or groups, featuring two sets of bunk beds that provide flexible sleeping arrangements. A second full bathroom is conveniently located for easy access from the living areas and guest bedroom.brbrRoom DetailsbrPrimary Bedroom: King bed with ensuite bathroombrGuest Bedroom: Two sets of bunk bedsbrBathrooms: Two full bathroomsbrbrAdditional amenities include beach chairs for guest use, an in-unit washer and dryer, and access to the free Siesta Key trolley for exploring nearby dining, shopping, and entertainment. Just minutes from Siesta Key Village, guests can enjoy everything this vibrant island destination has to offer.brbrWhether you're planning a family vacation or a relaxing beach getaway, Jamaica Royale 099 by Tropical Sands Accommodations offers a comfortable and convenient home base in one of Siesta Key’s most sought after beachfront communities. Book your stay today and experience the best of island living.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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$331.11

/ Nightly
Condo

Jamaica Royale 102 Updated and great Gulf side location!

Siesta Key, Florida, United States

Jamaica Royale 102 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 102, a bright and beautifully updated two-bedroom, two-bath villa perfectly situated in the sought after Jamaica Royale community on Siesta Key. Located just a short stroll from Siesta Key Beach and Crescent Beach, this inviting ground-floor retreat combines coastal comfort with resort-style amenities. Ideal for couples or small families looking to enjoy sun-filled days and relaxing evenings on America’s #1 Beach.brbrbrHighlightsbr• 2 Bedrooms / 2 Full Bathroomsbr• 1 King bed, 2 Queen bedsbr• Ground-floor garden view villabr• Short walk to Siesta Key Beach (private access)br• Access to 3 heated community poolsbr• Shuffleboard courts and BBQ grill areabr• Washer and dryer in unitbr• Assigned parking space near entrybr• Convenient location near Siesta Key Village shops and restaurantsbr• 7-night minimum stay required, Saturday to SaturdaybrbrbrGuests will love relaxing by one of the three heated swimming pools, grilling out on the community BBQ patio, or gathering for a friendly game of shuffleboard. Take the community’s private walkway straight to the powder-soft white sands of Siesta Key Beach, where complimentary chairs are available for guest use. Whether you’re swimming in the Gulf, lounging by the pool, or enjoying a sunset stroll, every moment here feels like paradise.brbrbrStep inside to find an airy open concept living and dining area designed with coastal charm and modern updates. The comfortable living room offers plush seating, a flat-screen TV, and sliding glass doors that fill the space with natural light and open to a peaceful patio with garden views. The fully equipped kitchen features granite countertops, stainless steel appliances, a Keurig coffee maker, and all the essentials for preparing home-cooked meals, while the glass-top dining table invites four guests to gather for breakfast before heading to the beach.brbrbrThe spacious primary suite boasts a king bed, ample closet space, and a private ensuite bathroom with a walk-in shower and single vanity. The guest bedroom includes two queen beds and easy access to the hallway bathroom, also equipped with a walk-in shower and vanity. Each bedroom offers a TV and plenty of room to unpack and unwind after a day in the Florida sun.brbrbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbr• Second Bedroom: Two Queen beds and shared hall bath with walk-in showerbrbrbrExperience the best of Siesta Key at Jamaica Royale 102 by Tropical Sands Accommodations. With resort-style amenities, a private beach access, and a 7-night minimum stay for a true week in paradise, this garden-view villa is the ideal setting for your next coastal escape. Book your stay today and start planning your unforgettable beach vacation!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$332.13

/ Nightly
Condo

Jamaica Royale 107 Updated Gulf side villa!

Siesta Key, Florida, United States

Jamaica Royale Unit 107 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 107, a beautifully remodeled two-bedroom, two-bathroom ground floor condo located in the lush, re-landscaped garden area of this beloved Siesta Key community. With a redesigned open concept kitchen, modern updates throughout, and an easy walk to award winning Siesta Beach, this retreat offers comfort, style, and convenience for your next island getaway. Enjoy a king primary suite, a versatile guest room, and quick access to three heated pools, grilling areas, and private beach pathways.brbrHighlightsbr• 5-minute walk to Siesta Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 1 Queen, 1 Twinbr• Open concept renovated kitchenbr• Under cabinet lightingbr• Washer and dryer in unitbr• Ground floor garden viewbr• Access to 3 heated poolsbr• Community BBQ and shuffleboardbr• Assigned onsite parkingbrbrJamaica Royale provides a peaceful resort style experience with beautifully maintained grounds, three sparkling heated pools, and direct access to the soft white sands of Siesta Beach. Guests can enjoy beachside or patio BBQ grills, shuffleboard courts, and shaded seating areas designed for relaxing outdoors. With no streets to cross on the way to the Gulf, this community is ideal for families, beach lovers, and winter guests seeking a serene island escape.brbrThis condo has been completely renovated with a clean, modern design and a bright open layout. The living area features comfortable seating and easy access to entertainment, creating an inviting space to unwind after a day in the sun. The redesigned kitchen includes quality custom cabinetry, Silestone countertops, under cabinet lighting, upgraded appliances, and everything needed to prepare meals during your stay. A dining area offers space for shared meals and relaxed conversations.brbrThe primary bedroom features a king Sleep Number bed, cozy decor, ample storage, and an ensuite bathroom with a walk-in shower and single vanity. The guest bedroom includes both a queen and a twin bed for flexible sleeping arrangements and features a built-in workstation for guests needing a dedicated space to work or study. The renovated hallway bathroom offers a walk-in shower and modern finishes.brbrRoom Detailsbr• Primary Bedroom: King Sleep Number bed, ensuite bathroom with walk in showerbr• Second Bedroom: Queen bed, Twin bed, built-in workstationbr• Bathroom 2: Hallway bath with walk in showerbrbrUnit 107 includes a washer and dryer, private secure Wi-Fi, under cabinet kitchen lighting, assigned parking, and access to all Jamaica Royale amenities including pools, BBQ grills, shuffleboard, and private beach access.brbrWith its thoughtful renovations, modern layout, and unbeatable proximity to Siesta Beach, Jamaica Royale Unit 107 is an ideal home base for memorable Siesta Key vacations. Relax, explore, and enjoy the comforts of this beautifully updated garden level retreat. Book your stay with Tropical Sands Accommodations today and experience the best of island living.
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb

$584.82

/ Nightly
Condo

Beachfront Bliss: Jamaica Royale T51 - Private Balcony with Beach Views!

Siesta Key, Florida, United States

Jamaica Royale T51 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrYour ideal beachfront escape awaits! This beautifully designed 2-bedroom, 2-bathroom condo is the perfect retreat for families, friends, or couples seeking relaxation in a luxurious tropical setting. Located just steps away from Siesta Key's famous quartz white sandy beach, you'll enjoy private beach access and immerse yourself in the tranquil beauty of this picturesque paradise. brbrHighlights br• Private Beach Access br• Private Balcony br• Beach Views br• In-unit Washer and Dryer br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrConveniently situated just a short stroll from the Siesta Key Breeze Trolley, you'll be minutes away from the vibrant Siesta Key Village. Explore a delightful selection of dining options, charming shops, inviting coffee shops, and lively bars—all within easy reach! brbr Jamaica Royale is a gated beachfront complex that offers exclusive access to the stunning white sands of Siesta Key Beach. The property features three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers, allowing you to enjoy the perfect vacation experience in Sarasota, Florida. brbrStep inside to discover a spacious living room equipped with flat-screen TVs and comfortable seating, ideal for unwinding after a fun-filled day in the sun. The kitchen boasts a full array of appliances and cookware, along with the convenience of an in-unit washer and dryer. Gather in the inviting dining area that accommodates everyone, perfect for creating cherished memories together. brbrThe primary bedroom is a serene sanctuary, complete with a king-sized bed, ensuite bathroom, and direct access to the outdoor patio. The additional bedroom is thoughtfully furnished with two queen beds, ensuring comfort for every guest. Both bedrooms are equipped with fresh linens, a TV, and ample storage space, providing a restful retreat after days of beach fun. brbrDon’t miss out on the ultimate beach retreat! Reserve your stay at Jamaica Royale T51 now and experience the perfect blend of relaxation and adventure in one of Florida’s premier vacation destinations!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$556.12

/ Nightly
Condo

Jamaica Royale T41: Family-Friendly Beachfront Condo with Panoramic Views!

Siesta Key, Florida, United States

Jamaica Royale T41 by Tropical Sands Accommodations brbrWelcome to Jamaica Royale T41, a bright and spacious two-bedroom, two-bath beachfront condo offering spectacular panoramic views of the Gulf of Mexico. Located in the Tower 1 building of the Jamaica Royale complex on Siesta Key Beach, this stylish retreat is just steps from the sugar-white sands and turquoise waters that make Siesta Key world famous. Perfect for families or couples, you’ll love being close to the Siesta Key Breeze Trolley, which provides easy access to Siesta Key Village’s restaurants, shops, and beachside entertainment.brbrHighlightsbr• Beachfront condo with panoramic Gulf viewsbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Private beach accessbr• Private balcony with seatingbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball courtsbr• Fully equipped kitchen with dining areabr• TVs in every bedroombr• 1 Assigned parking spacebr• 7-night minimum stay (Saturday to Saturday)brbrGuests will enjoy the private access to Siesta Key Beach, three heated freshwater pools, and the relaxing atmosphere of this beautifully landscaped community. Spend your afternoons lounging poolside, playing pickleball or shuffleboard, or enjoying a cookout at one of the community BBQ stations. The gated Jamaica Royale complex provides a true resort-style setting, perfect for making lasting vacation memories.brbrStep inside and experience a bright, open living area filled with natural light and modern coastal decor. Large windows and sliding doors showcase incredible Gulf views, creating a relaxing backdrop for your stay. The living room offers comfortable seating and a Smart TV, while the fully equipped kitchen includes all the essentials for home-style cooking, plus a dining area for shared meals. Enjoy dining inside or step out onto the private balcony to savor your morning coffee or a sunset cocktail while watching the waves.brbrThe primary bedroom features a king bed, TV, private balcony access, and an ensuite bathroom with a walk-in shower. The guest bedroom includes two full beds, a TV, and easy access to the second bathroom, which offers a shower/tub combo. Both bedrooms are designed with guest comfort in mind, featuring plush linens, ample storage, and coastal-inspired touches.brbrRoom Detailsbr• Primary Bedroom: King bed, balcony access, ensuite bath with walk-in showerbr• Guest Bedroom: Two Full beds, hall bath with shower/tub combobrbrDiscover beachfront bliss at Jamaica Royale T41 by Tropical Sands Accommodations, where stunning Gulf views, private beach access, and resort-style amenities create the perfect Siesta Key getaway.brbrBook your stay today and enjoy the beauty and relaxation of Florida’s Gulf Coast!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$638.14

/ Nightly
Condo

Couples Beachfront Getaway at Jamaica Royale 801 in Siesta Key!

Siesta Key, Florida, United States

Jamaica Royale 801 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 801, a top-floor beachfront condo offering breathtaking panoramic views of the Gulf of Mexico. Perfect for couples or small groups, this two-bedroom, two-bath vacation home combines coastal comfort, modern finishes, and the convenience of being just steps from the soft white sands of Siesta Beach. Enjoy direct beach access, resort-style amenities, and a peaceful location near Siesta Key Village, where local restaurants and shops capture the charm of island living.brbrHighlightsbr• Beachfront condo with panoramic Gulf viewsbr• 2 Bedrooms / 2 Bathroomsbr• 2 King Bedsbr• Private balcony overlooking the beachbr• 3 shared heated poolsbr• Community shuffleboard and BBQ areasbr• Private beach accessbr• Washer and dryer in unitbr• 1 assigned parking spacebrbrExperience the ultimate Siesta Key getaway at the Jamaica Royale, featuring three sparkling heated swimming pools, shuffleboard courts, and two BBQ grilling areas, one conveniently located beachside. Guests can take a short stroll from the complex to nearby public pickleball courts for some friendly competition in the Florida sunshine. After a day at the beach or exploring Siesta Key Village, relax on your private balcony with a cool drink and watch the sunset paint the sky over the Gulf.brbrStep inside to a bright, open-concept living area where coastal decor and comfortable furnishings create an inviting retreat. Large windows fill the space with natural light, offering uninterrupted Gulf views from the living and dining areas. The fully equipped kitchen features modern appliances, granite countertops, and all the essentials needed for preparing meals. A dining table for six and a cozy seating area make it easy to gather for shared meals and relaxation.brbrBoth bedrooms are designed for comfort and style, each offering a king bed, flat-screen TV, and plenty of storage space. The primary bedroom includes balcony access and a private ensuite bathroom with a walk-in shower, while the second bedroom has convenient access to the hallway bathroom, which also features a walk-in shower.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in shower, balcony accessbr• Second Bedroom: King bed, hallway bathroom with walk-in showerbrbrThis condo includes a washer and dryer, complimentary Wi-Fi, and assigned parking for one vehicle. Beach chairs and towels are provided for guest use.brbrRelax, explore, and reconnect at Jamaica Royale 801 by Tropical Sands Accommodations. Whether you’re lounging on the private balcony, strolling along Siesta Beach, or playing a game of pickleball just minutes away, every moment promises the perfect balance of comfort and coastal charm. Book your Siesta Key getaway today and experience the beauty of Florida’s Gulf Coast from this exceptional beachfront retreat.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(1)

$584.82

/ Nightly
Condo

Unwind at Jamaica Royale T31: Beachfront Condo with Gulf Views & Modern Comforts

Siesta Key, Florida, United States

Jamaica Royale T31 by Tropical Sands Accommodations brbrExperience breathtaking sunset views and warm Gulf breezes from the private balcony of Jamaica Royale T31, a two-bedroom, two-bath beachfront condo in Tower 1. This ideal retreat is perfect for families or friends seeking a relaxing getaway along the beautiful shores of Siesta Key. brbrHighlights br• Private Beach Access br• Private Balcony with Beach Views br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrConveniently located just a short stroll from the Siesta Key Breeze Trolley, you’ll be minutes away from the vibrant Siesta Key Village. Explore an array of dining options, charming shops, delightful ice cream parlors, inviting coffee shops, and lively 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. brbrSteph inside to a comfortable living space with a large seating area, modern kitchen, and dining room table. Both bedrooms are designed for your comfort, offering cozy furnishings, TVs, and ample storage to ensure a restful stay. The primary bedroom includes an ensuite bathroom for added convenience, while the guest bedroom is easily accessible to the second bathroom. brbrBStepook your stay at Jamaica Royale T31 today and create unforgettable memories with family and friends on the stunning Siesta Key Beach!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$481.46

/ Nightly
Condo

Jamaica Royale 072 Beautiful unit!

Siesta Key, Florida, United States

Jamaica Royale 072 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 072! A newly renovated two-bedroom, two-bath garden-view condo in the desirable pool #2 area of the Jamaica Royale complex. This beautiful retreat features modern updates, coastal decor, and a relaxing patio surrounded by lush landscaping. Guests will love the easy access to private beach entry, three heated pools, and resort-style amenities that make every Siesta Key stay unforgettable.brbrHighlightsbr• Newly renovated interior with modern coastal finishesbr• Garden-view location near Pool #2br• 2 Bedrooms / 2 Bathrooms (Sleeps 5)br• Beachfront gated complex with private beach accessbr• 3 Heated Freshwater Pools + Shuffleboardbr• Fully equipped kitchen with tile flooringbr• In-unit washer and dryerbr• Double vanity in primary bathroombr• Community BBQ grills and beachside picnic areasbr• 7-night minimum stay (Saturday to Saturday; gap fills considered)brbrSpend your days basking in the Florida sunshine at one of three heated pools, playing a friendly game of shuffleboard, or enjoying a beachside BBQ just steps from the sand. Jamaica Royale’s tropical grounds and private beach access make it easy to relax and unwind on Siesta Key’s award-winning white sands.brbrStep inside to a freshly renovated living area with stylish coastal decor and comfortable furnishings. The open layout includes a spacious living room with a Smart TV, dining space, and a fully equipped kitchen complete with full-size appliances, cookware, and a coffee maker. Tile flooring throughout the main spaces creates a clean and breezy atmosphere perfect for beach living.brbrRetreat to the primary bedroom, which features a plush king bed, TV, and a beautifully updated ensuite bathroom with a walk-in shower and double vanity. The guest bedroom offers both a queen bed and a twin bed, along with its own TV, ideal for kids or friends traveling together. A full hall bathroom with a shower/tub combo provides additional comfort and convenience for all guests.brbrBedroom Detail:brPrimary Bedroom: King bed, TV, ensuite bathroom with walk-in shower and double vanitybrGuest Bedroom: Queen bed and twin bed, TV, access to hall bathroombrGuest Bathroom: Full bath with shower/tub combobrbrThis property requires a 7-night minimum stay (Saturday to Saturday). brbrDiscover the beauty of Siesta Key at Jamaica Royale 072 by Tropical Sands Accommodations. A newly renovated garden-view condo featuring a bright interior, resort-style amenities, and convenient access to the beach and pools.brbrBook your stay today and experience your perfect island getaway
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(1)

$584.82

/ Nightly
Condo

Jamaica Royale T21 Beachfront with great views!

Siesta Key, Florida, United States

Jamaica Royale T21 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale T21, a beautiful Gulf front two-bedroom, two-bath vacation condo located in Tower I at the beachfront Jamaica Royale resort on Siesta Key. This front facing tower unit offers panoramic views of the Gulf of Mexico, allowing guests to enjoy breathtaking sunsets and warm coastal breezes directly from the private balcony. Perfectly positioned on the Gulf side of Midnight Pass Road, Jamaica Royale offers direct access to Siesta Key Beach along with resort style amenities, making this condo an ideal retreat for couples, families, or friends looking for a relaxing beachfront escape.brbrHighlightsbr• Gulf front tower unit with panoramic Gulf viewsbr• Private balcony with sunset viewsbr• Located directly on Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Full Bedsbr• Three heated community poolsbr• Shuffleboard courtsbr• Community grilling and picnic areasbr• Washer and dryer in unitbr• Walkable beachfront resort locationbrbrJamaica Royale is one of the most desirable beachfront communities on Siesta Key, known for its beautifully maintained grounds and direct access to the powdery white quartz sand of Siesta Key Beach.brbrGuests staying in Tower Unit T21 can take advantage of the resort’s three heated swimming pools located throughout the property, perfect for cooling off after a day in the Florida sun. Enjoy a friendly match at the shuffleboard courts or gather with family and friends at the community grilling patio for an outdoor meal while enjoying the coastal breeze. With the beach located just steps from the property, guests can easily spend their days swimming in the Gulf, walking along the shoreline, or watching the famous Siesta Key sunsets.brbrInside, the condo features a spacious open layout designed to take full advantage of the stunning Gulf views. Large sliding glass doors lead to the private balcony, allowing natural light and ocean views to fill the living space. The comfortable living room offers plenty of seating and a television, creating a welcoming place to relax after a day at the beach. The kitchen is well appointed with modern appliances, ample counter space, and everything needed to prepare meals during your stay. The adjacent dining area provides a comfortable setting for enjoying meals together while still taking in the beautiful coastal surroundings.brbrThe primary bedroom is a peaceful retreat featuring a king bed and access to the ensuite bathroom with a walk-in shower and single vanity. The room is designed for comfort and relaxation, providing the perfect place to unwind after a day enjoying the Gulf. The guest bedroom includes two full beds, making it ideal for families or groups traveling together. Guests in this room have convenient access to the hallway bathroom with a walk-in shower. Both bathrooms include grab bars and built-in shower seating, offering additional comfort and accessibility for guests.brbrRoom Detailsbr-Primary Bedroom: King bed with ensuite bathroom featuring walk-in shower and single vanitybr-Second Bedroom: Two Full bedsbr-Hallway Bathroom: Full bathroom with walk-in shower and single vanitybrbrAdditional conveniences include an in-unit washer and dryer, private balcony seating overlooking the Gulf, and access to the full range of Jamaica Royale community amenities. The beachfront location allows guests to enjoy easy access to Siesta Key Beach without ever needing to cross Midnight Pass Road.brbrWhether you are planning a relaxing beach getaway or a memorable family vacation, Jamaica Royale T21 by Tropical Sands Accommodations offers the perfect blend of beachfront views, comfort, and resort style amenities. With panoramic Gulf views, direct beach access, and three heated pools, this condo is the perfect place to experience the beauty of Siesta Key. Book your stay today and start planning your unforgettable Gulf Coast escape.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$588.19

/ Nightly
Condo

Jamaica Royale 201: Family-Friendly Beachfront Condo with Stunning Gulf Views!

Siesta Key, Florida, United States

Jamaica Royale 201 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 201, a beautiful beachfront condo featuring 2 bedrooms and 2 bathrooms, perfect for young families. With stunning panoramic views of the Gulf of Mexico and the acclaimed #1 beach in the U.S. (2020 rankings), this unit offers an unforgettable coastal experience. Located in Siesta Key, you'll be close to family-friendly attractions, restaurants, and vibrant shops, all within a short distance from your door. 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. brbrThe inviting interior of Jamaica Royale 201 features a spacious living area designed for relaxation, boasting contemporary furnishings and large windows that showcase breathtaking Gulf views. The fully equipped Chef's kitchen has Café appliances and multiple seating options for dining while enjoying the scenery. Step out onto your private beach-facing balcony, ideal for morning coffee or sunset evenings. brbrThe luxurious master bedroom includes a king-size bed, a Samsung The Frame TV, and an ensuite bathroom with a walk-in shower. The guest room, perfect for kids, features a queen bed and a twin bunk bed, accommodating up to six guests comfortably. A full-size washer and dryer add extra convenience. brbrDon’t miss out on this incredible beachfront retreat! Book your stay at Jamaica Royale 201 today to create unforgettable family memories on the beautiful Siesta Key shores!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$539.22

/ Nightly
Condo

Enjoy Panoramic Gulf Views at Jamaica Royale 301 Beachfront Condo!

Siesta Key, Florida, United States

Jamaica Royale 301 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 301, a beautiful beachfront condo with 2 bedrooms and 2 bathrooms, ideal for families or couples seeking a relaxing getaway. This third-floor unit in beautiful Siesta Key offers panoramic views of the Gulf of Mexico and easy access to nearby attractions, including Siesta Village’s restaurants and shops, all just steps from the beach.brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Enclosed Patio 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 301 features a bright and inviting living area with ample seating and a large TV—ideal for unwinding after a day at the beach. The kitchen is equipped with modern appliances, cookware essentials, island seating, and a chic dining table for six. The enclosed patio room is perfect for family game nights, while the private balcony offers breathtaking beach views and an open-air space to soak up the sun. brbrThe primary bedroom boasts a luxurious king bed and an ensuite bathroom with a walk-in shower that includes built-in seating for added comfort. The second bedroom is ideal for kids or additional guests, featuring two twin beds. A hallway bathroom with a walk-in shower ensures convenience for the whole family. brbrDon’t miss your chance to experience the beauty and tranquility of Jamaica Royale 301! Book your stay today and create unforgettable memories on the stunning shores of Siesta Key!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(3)

$533.93

/ Nightly
Condo

Jamaica Royale 401: Stunning Beach Views and Direct Access to Siesta Beach!

Siesta Key, Florida, United States

Jamaica Royale 401 by Tropical Sands Accommodations brbrWelcome to Jamaica Royale 401, a beautiful two-bedroom, two-bath beachfront condo perfectly positioned along Siesta Key Beach, one of the most famous stretches of white sand in the world. This spacious fourth-floor retreat offers spectacular Gulf views, private beach access, and resort-style amenities within the sought-after Jamaica Royale complex. Families and small groups will love the open layout, modern comforts, and proximity to Siesta Key Village, home to local restaurants, boutiques, and coastal nightlife.brbrHighlightsbr• Beachfront condo with panoramic Gulf viewsbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Private beach accessbr• Balcony with outdoor dining spacebr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball courtsbr• Fully equipped kitchen with large islandbr• Secured private Wi-Fi and Smart TVbr• 1 Assigned parking spacebr• 7-night minimum stay (Saturday to Saturday)brbrGuests can soak up the sun with private access to Siesta Key’s Crescent Beach, swim in any of the three heated freshwater pools, or enjoy a round of shuffleboard or pickleball just steps away. The Jamaica Royale complex also features BBQ grilling stations, outdoor showers, and lush tropical landscaping, ideal for unwinding after a day exploring Sarasota’s coastal attractions.brbrStep into a light-filled great room with floor-to-ceiling sliding glass door showcasing breathtaking Gulf views. The inviting living area includes comfortable seating and a large flat-screen TV with FIOS service, perfect for family movie nights. The fully equipped kitchen boasts a generous island with seating, full-size appliances, and all essentials for preparing meals. Enjoy dining indoors at the table or outdoors on the balcony’s Gulf-view dining area, where every meal comes with a view of the sunset.brbrThe primary bedroom offers a serene retreat with a king bed, flat-screen TV, and an ensuite bathroom featuring a walk-in tile shower. The guest bedroom includes two queen beds and easy access to a hall bathroom, also fitted with a walk-in tile shower, ensuring everyone has space and privacy to refresh after a day in the sun.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with walk-in showerbr• Guest Bedroom: Two Queen beds, hall bath with walk-in showerbrbrEnjoy Gulf-front living at Jamaica Royale 401 by Tropical Sands Accommodations, where panoramic beach views, private beach access, and resort amenities combine for the ultimate Siesta Key vacation.brbrBook your stay today and experience the beauty of Siesta Key Beach from your private coastal retreat!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$484.42

/ Nightly
Condo

Jamaica Royale 302: Lovely Beach Condo with Enclosed Patio and Pool Access!

Siesta Key, Florida, United States

Jamaica Royale 302 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 302! This beautiful 2-bedroom, 2-bathroom condo in Tower II is perfect for families seeking a beach getaway. Just steps from the TripAdvisor #1 rated beach in the U.S., the unit features breathtaking views from an enclosed lanai and two balconies. Enjoy convenient access to Siesta Key’s attractions, including shops and restaurants, easily reachable via free rides or trolleys. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Enclosed Patio 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 302 features elegant porcelain tile, cozy seating, and a 55-inch Smart TV, perfect for streaming your favorite shows. The updated kitchen is fully equipped, with a dining area ideal for family gatherings. Step outside to the enclosed patio with a dining table, where you can enjoy meals with a beach view.brbrThe primary bedroom offers a king bed and ensuite bathroom with shower-tub combo. The second bedroom features two queen beds and easy access to a hallway bathroom with a walk-in shower. A washer and dryer are also included for your convenience.brbrBook today!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$488.35

/ Nightly
Condo

Jamaica Royale 303 Tower views!

Siesta Key, Florida, United States

Siesta Breeze by Tropical Sands AccommodationsbrbrWelcome to Siesta Breeze, a newly updated beachfront condo at Jamaica Royale on world-famous Siesta Key Beach. This two-bedroom, two-bath vacation home offers stunning Gulf views, direct beach access, and the ultimate setting for a peaceful island escape. Whether you’re planning a family getaway or a romantic coastal retreat, this beautifully updated condo combines comfort, convenience, and classic Siesta Key charm, just steps from the sand and resort-style pools.brbrHighlightsbr• Beachfront condo with panoramic Gulf viewsbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 1 Queen, 1 Fullbr• Direct beach accessbr• Oversized private balconybr• 3 community heated pools + shuffleboard courtsbr• Beach chairs and wagon providedbr• Washer and dryer in unitbr• Upgraded Wi-Fi and Smart TVsbr• Pickleball courts within walking distancebr• 15–20-minute walk to Siesta Key Villagebr• 7-night minimum, Saturday-to-Saturday rentalbrbrStep onto your private balcony to watch breathtaking sunrises and sunsets over the turquoise Gulf of Mexico. Enjoy the exclusive private beach access that makes Jamaica Royale a favorite among Siesta Key visitors or take a refreshing dip in one of the three sparkling community pools surrounded by lush tropical landscaping. Guests also have access to shuffleboard courts, BBQ areas, and nearby pickleball courts within walking distance to the complex, adding a touch of friendly competition to your beachside getaway.brbrInside, the open living space is bright and inviting, featuring comfortable seating, a large Smart TV, and floor to ceiling sliding glass doors showcasing spectacular ocean views. The fully equipped kitchen includes modern appliances, plenty of counter space, and a breakfast bar for easy entertainment. Gather around the glass-top dining table for shared meals or savor coastal breezes while dining outdoors on the balcony.brbrThe primary bedroom suite offers a king bed, flat-screen TV, spacious closet, and private balcony access with panoramic Gulf views. Its ensuite bathroom features a walk-in shower with grab bars for added comfort. The guest bedroom includes a queen bed and full bed, a large walk-in closet, and access to the second full bathroom, which also features a walk-in shower with grab bars.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath, balcony access, Gulf viewbr• Guest Bedroom: Queen and Full beds, shared hall bathbrbrThis condo now includes a washer and dryer for guest convenience, along with upgraded Wi-Fi for streaming or remote work. Beach chairs and a wagon are provided for effortless beach days, and the property’s tropical walkways lead directly to the soft white sands of Siesta Key Beach.brbrFrom sunrise coffee on the balcony to sunset strolls along the Gulf, Siesta Breeze by Tropical Sands Accommodations offers the best of Siesta Key beachfront living. Book your stay today and experience why this stretch of sand is consistently ranked among the most beautiful beaches in the world.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$488.35

/ Nightly
Condo

Discover Jamaica Royale 602 - Beachfront Condo with Stunning Views!

Siesta Key, Florida, United States

Jamaica Royale 602 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 602, your perfect escape in sunny Siesta Key! This lovely 2-bedroom, 2-bathroom beachfront condo features easy access to the pristine white sands of Siesta Key Beach and local attractions such as Siesta Village, with its vibrant shops, dining, and entertainment options.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 Spotbr brJamaica 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. brbrJamaica Royale 602 has a spacious living room with plenty of comfortable seating, a well-equipped kitchen, an indoor dining table, and a private balcony where you can enjoy stunning Gulf vistas. brbrThe primary bedroom is a tranquil retreat with a king-size bed and an en suite bathroom featuring a luxurious walk-in shower. The guest bedroom is family-friendly, offering two full-size beds and easy access to the hall bathroom, which includes a convenient shower-tub combo. Each bedroom has storage space and a TV. brbrWith Siesta Key Beach just steps from your doorstep and the enticing Siesta Village nearby, the vacation of your dreams is just a reservation away! Secure your stay now and make lifelong memories with your loved ones!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$493.42

/ Nightly
Condo

Beachfront Condo with Coastal Decor and Community Amenities - Jamaica Royale 306

Siesta Key, Florida, United States

Jamaica Royale 306 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 306, a beautiful beachfront 2-bedroom, 2-bathroom condo in Tower II, perfect for friends seeking a beach getaway. Enjoy easy access to nearby attractions at Siesta Key Village, including shops, restaurants, and outdoor activities, all just a quick Siesta Key Breeze Trolley ride away. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table 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 306 offers a bright, beachy living area designed for comfort and relaxation. The fully equipped kitchen features stainless steel appliances and a stunning backsplash, while the adjacent dining area is perfect for family meals and lasting memories.brbrThe primary bedroom features a king bed and an ensuite bathroom with a walk-in shower, providing a serene retreat. The second bedroom has two queen beds to accommodate each guest comfortably, and the hall bathroom has a shower tub. Both bedrooms are thoughtfully decorated to enhance your beach experience, ensuring a restful night's sleep after a fun-filled day on the shore. brbrDon’t miss your chance to experience the beachy charm and comfort of Jamaica Royale 306! Book your stay today and discover why guests return year after year to create unforgettable memories on the beautiful shores of Siesta Key!
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$493.42

/ Nightly
Condo

Jamaica Royale T52 Beautifully updated and great view!

Siesta Key, Florida, United States

Jamaica Royale T52 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale T52, a beautifully upgraded two-bedroom, two-bath Gulf-view condo located in Tower I at the beachfront Jamaica Royale resort on Siesta Key. This spacious vacation rental features a gourmet chef’s kitchen, comfortable coastal living spaces, and a large private balcony where guests can enjoy breathtaking sunsets and warm Gulf breezes. Perfectly positioned on the Gulf side of Midnight Pass Road, Jamaica Royale provides direct access to the world famous white sands of Siesta Key Beach along with resort style amenities, making this condo an ideal retreat for families, couples, or friends seeking the ultimate beach vacation.brbrHighlightsbr• Gulf view tower condo at the Jamaica Royale beachfront resortbr• Private balcony with sunset viewsbr• Located directly on Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Full Bedsbr• Gourmet stainless chef’s kitchen with granite countertopsbr• Three heated community poolsbr• Shuffleboard courtsbr• Community grilling and picnic areasbr• Washer and dryer in unitbrbrJamaica Royale is a beloved Gulf front resort community known for its beautifully landscaped grounds and direct access to Siesta Key Beach. Guests staying in Tower Unit T52 can enjoy resort style amenities while still experiencing the comfort and privacy of a fully equipped vacation condo. Spend the day relaxing beside one of the three heated freshwater pools located throughout the property, including the beachfront pool just steps from the sand. Enjoy a friendly game of shuffleboard or gather with family and friends at the community grilling area for a casual outdoor meal while enjoying the island breeze. With direct beach access from the property, guests can easily enjoy swimming, shelling, or sunset walks along the shoreline of Siesta Key Beach.brbrInside, the condo features an open and welcoming layout designed for comfort and relaxation. The living room includes a large sectional sofa and comfortable seating, making it the perfect place to unwind after a day at the beach. Guests can enjoy movie nights on the large smart television with streaming capabilities while relaxing in the cozy living space. The gourmet kitchen is a standout feature of the condo, offering stainless steel appliances, granite countertops, and modern cabinetry. Fully equipped with cookware, tableware, and small appliances, the kitchen provides everything needed to prepare meals during your stay. The nearby dining area offers ample seating for enjoying family meals or gathering together after a day of island adventures. Sliding glass doors lead to the large private balcony where guests can sip morning coffee, take in Gulf views, and enjoy the famous Siesta Key sunsets.brbrThe primary bedroom provides a relaxing retreat featuring a king bed with a premium mattress designed for a restful night’s sleep. Guests can unwind while watching the flat screen television or simply enjoy views of the Gulf from the comfort of the room. The ensuite bathroom includes a walk-in shower and single vanity. The guest bedroom is perfect for families or groups and features two full beds, a television, and ample storage space. A hallway bathroom with a walk-in shower provides convenient access for guests staying in this room. Both bedrooms offer comfortable furnishings and a peaceful atmosphere designed to help guests recharge after a day exploring Siesta Key.brbrRoom Detailsbr-Primary Bedroom: King bed with ensuite bathroom featuring walk-in shower and single vanitybr-Second Bedroom: Two Full bedsbr-Hallway Bathroom: Full bathroom with walk-in shower and single vanitybrbrAdditional conveniences include an in-unit Bosch washer and dryer, high speed internet, smart televisions, hair dryers, a secure safe for valuables, and thoughtful guest amenities designed to make your stay comfortable and convenient. The private balcony features outdoor seating where guests can relax while enjoying Gulf breezes and sunset views.brbrWhether you are planning a relaxing beach getaway or a memorable Siesta Key vacation, Jamaica Royale T52 by Tropical Sands Accommodations offers the perfect combination of comfort, upgraded amenities, and beachfront location. With stunning Gulf views, a gourmet kitchen, and direct access to Siesta Key Beach and the resort’s three heated pools, this condo provides everything needed for an unforgettable island escape. Book your stay today and start planning your perfect Siesta Key vacation.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$539.22

/ Nightly
Condo

Escape to Jamaica Royale 406: Ideal Beachfront Condo Just Steps from the Sand

Siesta Key, Florida, United States

Jamaica Royale 406 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 406, your perfect beachfront condo on Siesta Key! This spacious rental features 2 bedrooms and 2 bathrooms, ideal for families, friends, or couples looking for a relaxing getaway. Just steps from Siesta Key Beach, you’ll have easy access to the Siesta Key Breeze Trolley for a quick ride to Siesta Key Village, where you can shop, dine, and explore.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. brbrInside Jamaica Royale 406, you’ll find a cozy living area with a TV, perfect for relaxing after a sunny day. The condo offers both indoor and outdoor dining options on the balcony, where you can enjoy meals with stunning views. The well-equipped kitchen has everything you need to prepare your favorite dishes.brbrThe Primary Bedroom features a king-sized bed and an ensuite bathroom with a walk-in shower. The Second Bedroom has two queen-sized beds, making it great for families. A hall bathroom with a shower-tub combo completes the space.brbrDon’t miss your chance to enjoy the best of Siesta Key at Jamaica Royale 406! Book your stay now for an unforgettable beachfront escape filled with sun, sand, and gentle Gulf breezes.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Siesta Key