Vacation Condo Rentals By Owner In Siesta Key, FL

$336.62

Gulf and Bay Club- A604 Beautifully Updated w/ Gulf View

Siesta Key, Florida, United States

Exceptional views of the beach/Gulf of Mexico and glorious sunsets right from the lanai of this unit. Tastefully furnished with a large open lanai area and comfortable sitting areas. Spa like master bedroom and bath. Two double beds in the guest bedroom. 3 Flat Panel high definition TV's with Wi-Fi. Perfect for an enjoyable vacation and just steps from our magnificent beach.brbrHere’s a Glimpse of What’s in Store…brGulf & Bay Club gives the best that Sarasota and Siesta Key have to offer. Whatever you want to do today, your choices are endless. With scheduled social events, golf and tennis tournaments, and a world of enticing options right outside your front door, you’ll never want to leave the paradise that you call home. Here’s a glimpse of what’s in store…brbr3 Large heated pools including 1 lap poolbr780ft Private soft white sandy beachbrWorld famous Siesta Key Beach – #1 by TripAdvisorbrDirectly on the beautiful Gulf of MexicobrSpectacular sunrises and sunsetsbr8 Tennis courts including 1 Har-Tru courtbrOrganized tennis from November to MaybrBasketball/racquetball courtsbrShuffleboard courtbrOrganized seasonal golf for men and womenbrSate of the art fitness center, including free weights and yoga roombr6 Dry saunas, hot tubbrFree Wi Fi at the main clubhousebr2 Clubhouses- library with books, bar, pool table and TV’sbrNumerous social activities during seasonbrSay hello to “George and Martha” – Gulf and Bay’s resident swansbr2 Freshwater lakes, numerous barbeque areas and beautiful picnic island

2

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2

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6

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$336.62

/ Nightly

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Gulf and Bay Club- A603

Siesta Key, Florida, United States

This two-bedroom, two-bath unit with newly remodeled bathrooms and all customary amenities is in one of the most desirable locations at Gulf and Bay. Located on a high, westerly-facing floor at the front of the complex nearest the beach, picture yourself sitting on the patio enjoying unobstructed, direct views of the sunset over the Gulf of Mexico and Siesta Key Beach every night of your stay. Open the sliding patio windows and feel the ocean breeze on your face, or relax and enjoy the total ocean views visible directly from the master bedroom. Having been remodeled with an open floor plan, this unit is filled from front to back with sunset light every night. The unit is immediately in front of the main A-pool facility, with a convenient, covered, and reserved parking space immediately adjacent to the entrance to the beach. It is just a few steps out of the lobby to reach the pool and the ocean. Just grab some beach chairs from the closet and go. For those of you remote working, enjoy access to broadband cable wifi and a desk/work area conveniently located off the kitchen. Alternatively, make your co-workers jealous by taking a Zoom call from the beachfront patio or poolside. There are no better sunsets and no better beach than at Siesta Key. You will not be disappointed with this unit and this location.

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$346.01

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Gulf Holiday Unit 11- Updated close to the beach and village!

Siesta Key, Florida, United States

Gulf Holiday Unit 11 by Tropical Sands Accommodations brbrWelcome to Gulf Holiday Unit 11, a newly renovated 1 bedroom, 1 bath second floor condo ideal for a romantic and friendly Siesta Key getaway. Just a 2-minute walk to Siesta Beach and steps from Siesta Key Village’s restaurants, shops, and nightlife, this charming retreat blends cozy comfort with unbeatable convenience for couples looking for relaxed Siesta Key vacation rentals close to everything. brbrHighlights br-2-minute walk to Siesta Beach br-1 Bedroom / 1 Bathroom br-1 King-size bed br-Dining table for two br-Shared heated pool br-1 Parking space brbrGuests at Gulf Holiday enjoy a shared heated community pool, private parking, and the convenience of a shared laundry room. With Siesta Beach and Siesta Key Village just steps away, everything you need for an easy, enjoyable beach vacation is right at your fingertips. brbrThis cozy condo features a bright, welcoming living area with a comfortable sofa, stylish coastal decor, and a large TV for relaxing evenings indoors. The renovated kitchen includes custom cabinets, stainless steel appliances, a dishwasher, coffee maker, toaster, and all necessary utensils. A charming dining table for two sits by the window, creating a perfect spot for morning coffee or a quiet dinner after a day in the sun. brbrThe bedroom includes a newly furnished King-size bed with a plush pillow top mattress, along with a TV for added comfort. The full bathroom is clean, updated, and designed for convenience, giving guests everything they need for a refreshing and relaxing stay. brbrRoom Details br-Primary Bedroom: King bed, TV and Full bath with shower brbrGuests can enjoy the shared heated pool, one parking space, and laundry facilities. Located in the heart of Siesta Key Village, you’re just steps from restaurants, live music, boutique shops, coffee spots, and the island’s famous nightlife. All while being only a quick walk to Siesta Beach. brbrOffering cozy comfort, modern updates, and an unbeatable location near Siesta Beach and Siesta Key Village, Gulf Holiday Unit 11 by Tropical Sands Accommodations is the perfect retreat for a relaxing couple’s getaway. Book your stay today and enjoy the best of Siesta Key!

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$350.75

/ Nightly

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Gulf Holiday Unit 12- Close to Beach and Siesta Key Village!

Siesta Key, Florida, United States

Gulf Holiday Unit 12 by Tropical Sands Accommodations brbrWelcome to Gulf Holiday Unit 12, a beautifully renovated 1-bedroom, 1-bath second floor condo perfect for a romantic Siesta Key escape. Located just a 2-minute walk to Siesta Beach and steps from the dining, shopping, and nightlife of Siesta Key Village, this cozy coastal retreat offers relaxed comfort and unbeatable convenience for couples seeking affordable Siesta Key vacation rentals near the beach. brbrHighlights br-2-minute walk to Siesta Beach br-1 Bedroom / 1 Bathroom br-King-size bed and Queen-size sleeper sofa (children only) br-Shared heated pool br-Shared BBQ area br-1 assigned parking space brbrGuests at Gulf Holiday enjoy access to the shared heated community pool, shared BBQ area, and convenient shared laundry room. With Siesta Beach and Siesta Key Village just steps away, everything you need for an easy, comfortable beach vacation is within walking distance. brbrThis charming condo features a bright living area with a comfortable sofa, accent chair, and coastal decor, along with a queen sleeper sofa. A TV is positioned for easy viewing from both the living and kitchen areas. The newly renovated kitchen includes custom cabinets, new appliances, a dishwasher, coffee maker, toaster, and all the essentials for preparing meals at home. A dining table for two offers a perfect spot for morning coffee or a quiet dinner after a day at the beach. brbrThe bedroom is newly furnished with a King-size bed featuring a pillow top mattress, accompanied by a TV for added comfort. The full bathroom is designed for convenience, giving guests everything they need for a refreshing stay. brbrRoom Details br-Primary Bedroom: King bed, TV, Full bath with shower br-Living Area: Queen-size sleeper sofa brbrGuests can enjoy the shared heated pool, BBQ area, laundry facilities, and one assigned parking space. Located in the heart of Siesta Key Village, you’re steps from restaurants, live music, ice cream shops, local boutiques, and the island’s vibrant beach-town atmosphere. All while being just a short walk from the beach. brbrOffering modern updates, cozy comfort, and an incredible location near both Siesta Beach and Siesta Key Village, Gulf Holiday Unit 12 by Tropical Sands Accommodations is the perfect choice for a relaxed beach getaway. Book your stay today and experience the best of Siesta Key!

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Sleeps

$255.88

/ Nightly

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Jamaica Royale 022 Short walk to the beach!

Siesta Key, Florida, United States

Jamaica Royale Unit 022 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 022, a newly updated one-bedroom, one-bath ground-floor condo with a fresh, modern interior. Located in the peaceful garden and pool area of the beautifully landscaped Jamaica Royale community, this retreat is perfect for couples seeking a quiet, comfortable, and beach-ready getaway. Enjoy a short walk to the private Jamaica Royale beach access, the world-famous Siesta Key Beach, and the community’s three heated pools. All while staying in one of the island’s most desirable mid-island locations along Midnight Pass.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• King bedbr• Sleeps 2 guests onlybr• Ground-floor garden-view condobr• Access to three heated poolsbr• Short walk to Siesta Key Beachbr• Washer and dryer in unitbr• Updated interior and decorbr• Saturday-to-Saturday stay requiredbrbrJamaica Royale Unit 022 offers a peaceful garden setting steps away from the community’s three sparkling heated pools and a private beachfront, exclusive to Jamaica Royale guests. The beautifully landscaped pathways make for a relaxing morning stroll, and the resort-style amenities create the perfect atmosphere for soaking up the Florida sunshine, unwinding next to the water, or enjoying unforgettable Siesta Key sunsets.brbrInside, this thoughtfully updated condo features bright coastal decor, modern furnishings, and a comfortable open living area. The kitchen is fully equipped with essential appliances, cookware, and dining space, making it easy to prepare meals after a day of beach adventures. The cozy living room is the perfect spot to relax, stream your favorite shows, or enjoy a quiet evening indoors.brbrThe serene primary bedroom includes a King bed, fresh coastal decor, and ample storage space. The shared hallway bathroom features a walk-in shower and a single vanity, providing a clean and functional space to refresh and unwind after exploring Siesta Key.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Bathroom: Shared hallway bath with walk-in showerbrbrThis unit includes a washer and dryer, complimentary Wi-Fi, assigned parking, and convenient ground-floor access. The central location places you close to Siesta Key Public Beach, Crescent Beach shops, Siesta Beach Pavilion, bike and kayak rentals, and local dining along Midnight Pass and Siesta Key Village.brbrWith its peaceful garden setting, updated interior, and prime location steps from Siesta Key Beach, Jamaica Royale Unit 022 offers a relaxing and romantic escape for two. Book your stay with Tropical Sands Accommodations and experience the beauty, comfort, and serenity of one of Siesta Key’s most beloved beachfront communities.

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Sleeps

$263.56

/ Nightly

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Midnight Cove II 933C - Siesta Key Condo With Water Views

Siesta Key, Florida, United States

Welcome to Midnight Cove II Unit 933! This spacious 2-bedroom, 2-bathroom condo is your ideal Siesta Key getaway. Located on the third floor, this 1,400 sq. ft. retreat offers stunning views of the Intracoastal Waterway and the pool, just steps from the beach access. Perfect for families or friends, this condo comfortably accommodates up to 6 guests.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Siesta Key Beach and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrStep inside to find a beach themed living area with comfy sofas and a large flat-screen TV, ideal for relaxing after a day of sun. The fully equipped kitchen features modern appliances, making family meals a breeze, while the adjacent dining area seats comfortably. brThe primary bedroom includes a king-size bed and an ensuite bathroom as well as walk-in closet. The second bedroom features two twin beds and is conveniently located near another bathroom with a shower/tub combo.brbrDon’t miss out on your chance to enjoy the beauty of Siesta Key! Book Midnight Cove II Unit 933 today and experience the perfect blend of comfort, convenience, and stunning coastal views!

2

Bed

2

Bath

4

Sleeps

$263.56

/ Nightly

Condo

Midnight Cove II 931C - Modern Siesta Key Condo Close to Beach and Pool

Siesta Key, Florida, United States

Welcome to Midnight Cove II 931C! Nestled in the picturesque Siesta Key, our vibrant community is alive with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, ensuring smooth exploration without the hassle of parking. Take a leisurely stroll to the beach via our dedicated access point and indulge in a delightful sand-in-your-toes experience on Siesta Beach, famed for its exceptional quartz-white sand.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrThis beautiful 2-bedroom, 2-bath condo is ideally located just a short walk from beach access and the pool. Step into your stylish retreat, featuring modern touches throughout. The primary bedroom boasts a comfortable king bed, while the second bedroom is furnished with two twin beds, making it perfect for families or friends. Enjoy the inviting screened-in lanai with seating, ideal for relaxing with your morning coffee or evening cocktails.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrReady to pack your bathing suit and flip flops Book your stay at Midnight Cove II today and experience the beauty of Siesta Key! Your perfect vacation awaits!

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$263.56

/ Nightly

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Midnight Cove II 941C - Bayside Modern Siesta Key Beach Condo

Siesta Key, Florida, United States

Welcome to Midnight Cove II 941C! We’re excited you’re considering us for your next getaway! Siesta Key is a vibrant destination filled with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, eliminating any parking worries as you explore the charming village. Take a leisurely stroll to our dedicated beach access and enjoy the delightful sand-in-your-toes experience at Siesta Beach, renowned for its sugar-fine quartz-white sand.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrThis lovely 4th-floor unit features a washer and dryer and provides stunning views of the canal and marina, ensuring a serene retreat. The Bayside property offers breathtaking views of the Intracoastal Waterway and is within walking distance to the Gulf of Mexico. The primary bedroom is adorned with a king bed and the second has a full and twin bed.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrReady to pack your bathing suit and flip flops Book your stay today and immerse yourself in everything Siesta Key has to offer! Your tropical escape awaits!

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Sleeps

$259.78

/ Nightly

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Our House at the Beach E-402 Beach view

Siesta Key, Florida, United States

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

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Sleeps

$270.29

/ Nightly

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Midnight Cove II 940B - Breathtaking Views on Siesta Key

Siesta Key, Florida, United States

Welcome to Midnight Cove II 940B! Nestled in beautiful Siesta Key, our community is rich with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, making it easy to navigate the area without the hassle of parking. Take a leisurely stroll via our dedicated beach access and indulge in the delightful sand-in-your-toes experience at Siesta Beach, known for its spectacular quartz-white sand.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrThis luminous and highly desirable end unit on the 4th floor offers easy elevator access and has two bedrooms, one with a queen bed and a second with two twin beds. You’ll be captivated by the peaceful panoramic views of the lagoon, grounds, and marina from the screened lanai—perfect for sipping your morning coffee. Additional views of the Gulf can be enjoyed from the guest bedroom and breakfast room. For boating enthusiasts, a 30-ft finger slip right in front of the condo is also included for your convenience.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrDon’t miss out on experiencing the beauty of Siesta Key! Book your stay at Midnight Cove II today and make unforgettable memories in this tropical paradise!

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Sleeps

$321.74

/ Nightly

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Our House at the Beach E-704 Best view of the Gulf!

Siesta Key, Florida, United States

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

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Sleeps

$316.54

/ Nightly

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Our House at the Beach E-703 Top Floor view and new furniture!

Siesta Key, Florida, United States

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

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Sleeps

$229.55

/ Nightly

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Midnight Cove II 932C: Updated Siesta Key Condo Near Pool with Beach Access

Siesta Key, Florida, United States

Welcome to Our Spectacular 932 View at Midnight Cove II! This completely updated 2-bedroom, 2-bathroom condo is not only modern and stylish but also ideally located in the building closest to the beach. Savour breathtaking views of our beautifully landscaped 14-acre grounds while enjoying a meal prepared in the gourmet kitchen. With over six years of happy guests and stellar reviews to back us up, we take pride in offering a perfect getaway without any complaints!brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrAccessible by elevator or stairs, this spacious 1,500 square-foot retreat boasts a large 26-foot screened-in lanai where you can unwind with afternoon cocktails, soaking in views of the lagoon, grounds, and canal.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). brbrMidnight Cove II features extensive greenspace, minimizing concrete, and includes a heated pool, clubhouse, refurbished tennis courts, and a basketball court. For your comfort, the condo has air conditioning with personal climate control, ceiling fans, and a well-furnished living room complete with a new 55 Samsung flat-screen TV and free high-speed internet.brbrThe primary bedroom offers a king-size bed and ensuite bathroom with a walk-in shower, while the guest bedroom features cozy twin beds and a completely remodeled bathroom. A full-sized washer and dryer are included for your convenience.brbrLocated minutes from downtown Sarasota's cultural offerings and attractions like Walt Disney World and Busch Gardens, this tropical oasis is perfect for families, couples, or friends.brbrBook your stay today at Midnight Cove II 932C and discover why Siesta Key is a must-visit destination! Escape into your personal paradise!

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$334.02

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Our House at the Beach E-404 Sugar Sands Beach View!!

Siesta Key, Florida, United States

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

3

Bed

2

Bath

6

Sleeps

$342.51

/ Nightly

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Jamaica Royale 089 Brand new remodel!

Siesta Key, Florida, United States

Jamaica Royale Unit 089 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 089, a newly renovated two-bedroom, two-bath ground-floor condo set within the beautifully landscaped garden area of this beloved Siesta Key community. With fresh interiors, modern coastal decor, and easy access to three heated pools and Jamaica Royale’s private stretch of Siesta Beach, this retreat is perfect for families, couples, or small groups seeking comfort, convenience, and relaxing days on the world-famous Siesta Key Beach. Located along Midnight Pass Road, you’ll be just minutes from shopping, dining, and the vibrant Village atmosphere of Siesta Key.brbrHighlightsbr• Renovated June 2025br• Ground-floor 2 bedroom / 2 bath condobr• 1 King, 1 Queen, 1 Sleeper Sofa (sleeps 6)br• 3 community heated poolsbr• Private beach access at Jamaica Royalebr• Garden-level patio with peaceful outdoor seatingbr• Updated interior with modern coastal decorbr• Fully equipped kitchenbr• On-site laundry accessbr• 7-night minimum, Saturday–SaturdaybrbrGuests of Unit 089 enjoy full access to three sparkling heated pools, beautifully maintained walkways, and Jamaica Royale’s exclusive private Gulf-front beach, known for its powder-soft quartz sand and turquoise water. Spend your mornings relaxing by the pool, afternoons lounging on the beach, and evenings unwinding on your garden patio surrounded by tropical landscaping. Beach chairs are typically available through the community, making your seaside days effortless and relaxing.brbrThis freshly updated condo features an inviting open layout with coastal-inspired furnishings and bright natural light. The living area offers comfortable seating, a flat-screen TV, and a queen sleeper sofa for additional guests. The fully equipped kitchen includes modern appliances, ample counter space, and everything needed for easy vacation meals. Enjoy your meals indoors at the dining table or step outside to the garden patio for a quiet morning coffee.brbrThe primary bedroom offers a relaxing retreat with a king bed, ample storage, and an ensuite bathroom featuring a walk-in shower. The includes a queen bed and access to the nearby hallway bathroom, also equipped with a walk-in shower. Both bedrooms are designed with comfort in mind, providing cozy decor, soft linens, and space to unwind after sunny days on Siesta Key.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: Queen bedbr• Living Room: Sleeper sofa (queen)br• Bathroom 2: Hallway bath with walk-in showerbrbrWith its renovated interior, peaceful garden setting, and unbeatable access to Jamaica Royale’s amenities and private Siesta Key Beach, Unit 089 is the perfect home base for a relaxing Gulf Coast getaway. Book your stay at Jamaica Royale Unit 089 by Tropical Sands Accommodations and experience the beauty, comfort, and convenience of a true Siesta Key escape.

2

Bed

2

Bath

6

Sleeps

$350.75

/ Nightly

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Jamaica Royale 093 Updated unit!

Siesta Key, Florida, United States

Jamaica Royale 093 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 093, a beautifully remodeled two-bedroom, two-bath garden view villa located in the lushly landscaped Jamaica Royale community on Siesta Key. This updated retreat features a bright, open layout, modern finishes, and a spacious design perfect for families or groups. Just a short walk from the world famous Siesta Key Beach, this villa offers the ideal blend of comfort, style, and location near Siesta Key Village.brbrHighlightsbr• Remodeled garden view villa with modern coastal designbr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 2 Queen bedsbr• Private patio with outdoor seatingbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• 1 Assigned Parking SpacebrbrJamaica Royale offers a true beachfront resort style experience with direct access to Siesta Key Beach and beautifully maintained tropical grounds. Guests can relax on the powdery white quartz sand, take a dip in one of the three heated pools, or enjoy outdoor dining at the community grilling areas. The peaceful garden setting provides a relaxing escape while keeping you close to everything the island has to offer.brbrInside, the villa features a bright and inviting interior with a spacious open layout. The fully updated kitchen is a standout feature, offering modern appliances, ample counter space, and a seamless flow into the dining and living areas. The comfortable living room provides plenty of seating and natural light, creating the perfect space to unwind after a day at the beach.brbrThe primary bedroom offers a king bed and a relaxing atmosphere with easy access to a full bathroom. The guest bedroom includes two queen beds, making it ideal for families or additional guests. Both bathrooms are updated with modern finishes and designed for comfort and convenience.brbrRoom DetailsbrPrimary Bedroom: King bedbrGuest Bedroom: Two Queen bedsbrBathrooms: Two full bathroomsbrbrAdditional amenities include a private outdoor patio space, and convenient access to the free Siesta Key trolley for exploring nearby dining, shopping, and entertainment. Just minutes from Siesta Key Village, guests can enjoy local restaurants, boutiques, and island nightlife.brbrWhether you're planning a family vacation or a relaxing beach getaway, Jamaica Royale 093 by Tropical Sands Accommodations offers a beautifully updated and comfortable home base in one of Siesta Key’s most desirable beachfront communities. Book your stay today and experience the best of island living.brbr-brThis unit has a 7-night minimum rental policy during peak season and a 5-night minimum during off-season. A Saturday to Saturday arrival and departure pattern may be required select times of the year.

2

Bed

2

Bath

6

Sleeps

$336.0

/ Nightly

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Jamaica Royale 085 Updated and close to the beach!

Siesta Key, Florida, United States

Jamaica Royale 085 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 085, a newly renovated two-bedroom, two-bath garden-view villa in the popular Jamaica Royale beachfront complex on Siesta Key. Featuring a bright, open layout and fresh coastal design, this modern retreat offers updated finishes, stylish furnishings, and all the comforts of home, just a short walk from the world-famous white sands of Siesta Key Beach. Ideal for families or couples, this villa combines resort amenities with a peaceful island setting.brbrHighlightsbr• Newly renovated interior with contemporary coastal decorbr• Garden-view villa near pool and BBQ areasbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball courtsbr• Fully updated kitchen with granite countertopsbr• In-unit washer and dryerbr• TVs in living area and both bedroomsbr• 7-night minimum stay (Saturday to Saturday)brbrSpend the day swimming in one of three heated freshwater pools, firing up the community BBQs, or challenging friends to a game of shuffleboard before catching a Gulf-coast sunset. Pickleball courts are just a short walk away, and the private beach access makes it effortless to enjoy Siesta Key’s soft sands and calm turquoise waters. Jamaica Royale’s landscaped grounds create a tranquil backdrop for your island escape.brbrStep inside to a bright, open-concept living area featuring new tile flooring, coastal furnishings, and a 48 Smart TV for relaxing evenings. The fully renovated kitchen showcases granite countertops, custom cabinetry, a tile backsplash, stainless-steel appliances, and updated lighting. A cozy dining space connects the kitchen and living area, creating a welcoming spot for meals or morning coffee before heading to the beach.brbrThe primary bedroom offers a king bed, TV, and a private ensuite bathroom with a walk-in shower. The guest bedroom features two queen beds, a TV, and access to a second full bathroom, also with a walk-in shower. Both bedrooms include fresh décor, soft linens, and plenty of closet space for your stay.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with walk-in showerbr• Guest Bedroom: Two Queen beds, hall bath with walk-in showerbrbrEnjoy coastal comfort and modern style at Jamaica Royale 085 by Tropical Sands Accommodations, where a newly renovated interior, resort-style amenities, and prime proximity to Siesta Key Beach create the perfect Gulf-Coast getaway.brbrBook your stay today and experience the best of Siesta Key living!

2

Bed

2

Bath

6

Sleeps

$342.51

/ Nightly

Condo

Jamaica Royale 088 Close to the beach!

Siesta Key, Florida, United States

Jamaica Royale 088 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 088, a newly renovated two-bedroom, two-bath garden-view condo nestled within the beautifully landscaped Jamaica Royale complex on Siesta Key. This bright and comfortable retreat is just steps from the beach and offers easy access to three heated pools, BBQ areas, and shuffleboard courts. Perfect for families or couples, this unit provides everything you need for a relaxing getaway near the powdery white sands of Siesta Key Beach, recently named the #1 Beach in the USA.brbrHighlightsbr• Newly renovated interiorbr• Garden-view location near pool and BBQ areasbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• TVs in living area and both bedroomsbr• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball and tennis courtsbr• Fully equipped kitchenbr• In-unit washer and dryerbr• Less than ½ mile from public beach and volleyball courtsbr• 7-night minimum stay (Saturday to Saturday)brbrGuests can enjoy relaxing pool days at one of the three heated freshwater pools, gather for a beachside BBQ, or play a friendly game of shuffleboard before catching a spectacular Gulf Coast sunset. Tennis and pickleball courts are just around the corner, and Siesta Key’s public beach is less than half a mile away, where local volleyball and swimming tournaments are often held. The Jamaica Royale complex provides the perfect balance of peaceful retreat and resort-style fun.brbrStep into a freshly renovated living space featuring bright coastal decor and a spacious layout designed for relaxation. The open living and dining areas flow seamlessly into the fully equipped kitchen, complete with everything you need to prepare meals during your stay. Large windows fill the space with natural light, and the comfortable seating area provides the perfect spot to unwind after a day of beach adventures.brbrThe primary bedroom offers a king bed and an ensuite bathroom with a walk-in shower, perfect for a relaxing soak after a day in the sun. The guest bedroom includes two queen beds and access to a hall bathroom with a walk-in shower, providing plenty of space and comfort for additional guests. Both bedrooms are thoughtfully designed with cozy furnishings and coastal-inspired touches to ensure a restful night’s sleep.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with walk-in showerbr• Guest Bedroom: Two Queen beds, hall bath with walk-in showerbr• Living Room: Queen Sleeper SofabrbrExperience the perfect Siesta Key getaway at Jamaica Royale 088 by Tropical Sands Accommodations, featuring a newly renovated interior, resort-style amenities, and easy access to the beach and local attractions.brbrBook your stay today and make lasting memories in paradise!

2

Bed

2

Bath

6

Sleeps

$350.75

/ Nightly

Condo

Jamaica Royale 086 Updated and close to the beach!

Siesta Key, Florida, United States

Jamaica Royale 086 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 086, a beautifully redecorated two-bedroom, two-bathroom condo just steps from Siesta Key’s world-famous white-sand beaches. Nestled in the quiet garden area of the Jamaica Royale community, this ground-level retreat offers comfort, convenience, and resort-style amenities, making it the perfect spot for families or couples looking to relax and enjoy Florida’s Gulf Coast.brbrbrHighlightsbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 1 Queen, 1 Queen Sleeper Sofabr• 7 Night minimum say br• Just steps to Siesta Key Beachbr• South-facing private patio with dining and loungersbr• Access to 3 heated community poolsbr• In-unit washer and dryerbr• Dedicated high-speed FIOS Wi-Fi + HD TV packagebrbrbrStep outside to a sun-soaked patio featuring a dining table, umbrella, and chaise lounges—perfect for outdoor meals, morning coffee, or relaxing after a beach day! Guests will love the community’s resort-style amenities, including three sparkling heated pools, beautifully landscaped walkways, and easy beach access just a short stroll away. Plus, pickleball enthusiasts can enjoy a friendly match at courts located within walking distance of the complex. For added convenience, the condo also includes hurricane-impact windows and a private washer and dryer.brbrThe open living area features brand-new furnishings, including a Queen sleeper sofa, two armchairs, and a large 55” flat-screen TV with 200+ channels. The fully stocked kitchen includes all the essentials plus extras like an electric indoor/outdoor grill, iPod dock, steam iron, and a security safe. Gather around the dining table or enjoy casual meals on the patio for a true indoor-outdoor lifestyle.brbrThe primary suite boasts a king bed, flat-screen TV, desk, large closet, and ensuite bathroom with a walk-in shower and glass doors. The guest bedroom includes a queen bed, flat-screen TV, desk, and ample storage. A second bathroom with a walk-in shower provides added convenience.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bath with walk-in showerbr• Second Bedroom: Queen bed, shared bath with walk-in showerbr• Living Room: Queen sleeper sofabrbrHigh-speed Wi-Fi, washer and dryer, and a dedicated workspace are all included for a seamless vacation experience.brbrWhether you’re planning beach days, poolside relaxation, or exploring Siesta Key’s shops and dining, Jamaica Royale 086 by Tropical Sands Accommodations is your perfect home base. Book your stay today and enjoy the best of island living just steps from Siesta Beach!

2

Bed

2

Bath

6

Sleeps

$337.44

/ Nightly

Condo

Jamaica Royale 097 Great updated unit!

Siesta Key, Florida, United States

Jamaica Royale 097 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 097, a beautifully renovated two-bedroom, two-bath garden villa located at the popular beachfront Jamaica Royale community on Siesta Key. Recently refreshed in June 2025, this bright and modern condo features updated interiors, stylish coastal decor, and comfortable living spaces designed for a relaxing island getaway. Nestled on the quiet garden side of the property, guests can enjoy a peaceful setting while still being just a short stroll from the powdery white sands of Siesta Key Beach.brbrHighlightsbr• Garden villa at the beachfront Jamaica Royale resortbr• Recently renovated interior (June 2025)br• 2 Bedrooms / 2 Bathroomsbr• King bed in primary bedroombr• Two queen beds in guest bedroombr• Washer and dryer in unitbr• Three heated community poolsbr• Beachside BBQ grilling areabr• Shuffleboard courtsbr• Walkable access to Siesta Key BeachbrbrJamaica Royale is a well-loved Gulf front community known for its lush tropical landscaping and direct access to Siesta Key’s world famous beach. Guests can spend their days relaxing by one of the three heated freshwater pools, enjoying the sunshine on the beach, or gathering with family and friends at the community grilling areas. The property also features shuffleboard courts and beautifully maintained outdoor spaces perfect for enjoying Florida’s year round sunshine. With easy access to Siesta Key Village, guests are just a short ride from local restaurants, shopping, and entertainment.brbrInside, the villa welcomes guests with a bright and open living space featuring modern updates and a fresh coastal design. The living room offers comfortable seating and a television, creating the perfect spot to unwind after a day at the beach. The fully equipped kitchen includes updated appliances, ample counter space, and everything needed to prepare meals during your stay. Just off the kitchen, the dining area provides a welcoming place to gather for breakfast before heading out for the day or enjoying a relaxed dinner together. Sliding glass doors bring in natural light and open to the outdoor patio area, allowing guests to enjoy the peaceful garden surroundings.brbrThe primary bedroom features a comfortable king bed and an ensuite bathroom with a shower and tub combination. This relaxing space provides a quiet retreat after a day exploring Siesta Key. The guest bedroom includes two queen beds, making it ideal for families or groups traveling together. A shared hallway bathroom with a walk-in shower is conveniently located nearby.brbrRoom Detailsbr-Primary Bedroom: King bed with ensuite bathroom and shower/tub combinationbr-Guest Bedroom: Two queen bedsbr-Hallway Bathroom: Walk-in shower with single vanitybrbrGuests will also enjoy the convenience of an in-unit washer and dryer, high speed internet, and comfortable living spaces designed for longer stays. The garden side location offers a peaceful setting within the resort while still keeping guests close to the beach and community amenities.brbrWhether you are planning a relaxing beach vacation or a fun getaway with family and friends, Jamaica Royale 097 by Tropical Sands Accommodations offers the perfect combination of comfort, location, and resort style amenities. With its newly renovated interior, spacious layout, and easy access to Siesta Key Beach, this charming villa is the ideal place to experience everything Siesta Key has to offer. Book your stay today and start planning your unforgettable island escape.

2

Bed

2

Bath

6

Sleeps

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