Vacation Condo Rentals By Owner In Siesta Key, FL

$545.24

Beachfront Condo with Island Views: Residence 404

Siesta Key, Florida, United States

Residence 404 - Island ViewbrbrOne of the few 2-bedroom, 2-1/2-bath units available to rent in this spectacular new beach front condo, Ten35 Seaside. Unit 404 proves that big things come in small packages. Located island-side on the fourth floor, this modern coastal unit decorator-designed space effortlessly blends fine textiles with natural elements for an undoubtedly modern coastal feel. The open floor plan boasts light-filled living and dining areas and offers island views and sunrise vistas from floor-to-ceiling windows of your very own private, covered terrace. Crescent beach is located just south of the world-famous Siesta Key Beach but shares that amazing turquoise water as well as the quartz sand that has been called the “finest, whitest sand beach in the world.” The chef’s kitchen features quartz countertops, top-of-the-line appliances and a dramatic kitchen island- ideal for gathering around with family and friends. The master bedroom offers a king bed with island views as well as a large walk-in closet and spacious master bath with twin sinks, private toilet, and walk-in shower. The residence offers one additional bedroom with a king bed and its own private bath. One additional ½ bath is available in the common area. This beautiful island retreat is the perfect place for your next vacation. brbrBedding and Televisions:brMaster Bedroom- 1 King, TVbrGuest Bedroom- 1 King, TVbrLiving Room- TV brbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TVsbr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top & Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private TerracebrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

2

Bed

2

Bath

4

Sleeps

$532.51

/ Nightly

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The Perfect Spot For you Family's Dream Beach Vacation: Residence 308

Siesta Key, Florida, United States

Residence 308 - Island ViewbrbrImagine your family and friends tucked away in this cozy coastal vacation rental. Tastefully decorated to reflect the natural beauty of the beach and island, this residence doesn’t miss an opportunity to pamper with the most luxurious appointments, fully outfitted gourmet kitchen, open floor plan, and private terrace. Located Island-side on the third floor, this residence offers beautiful sunrise and island views from the living area and master suite. The master bedroom boasts a king bed, walk-in closet, and spa-like bath, while the second bedroom is ideally suited for a family getaway with 2 twin-over-queen built-in bunk beds: allowing sleeping areas for up to six, with an ensuite bathroom. Thoughtfully designed to meet your individual needs while surrounding you in luxury, this vacation rental is the perfect place to relax, unwind and enjoy your next getaway. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: 2 twin-over-queen bunk beds brLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

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Bath

Sleeps

$922.04

/ Nightly

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Coastal Contemporary Residence with Spectacular Gulf Views: Residence 403

Siesta Key, Florida, United States

Residence 403 - Direct Beachfront Water ViewbrbrElegant design meets unmatched natural beauty in the gorgeous three-bedroom, three-bath condominium located beachfront on the fourth floor. The open floor plan features a fully equipped chef’s kitchen with top-of-the-line appliances and large quartz-topped island, leading into a spacious living and dining area. Past soaring floor-to-ceiling windows you’ll find your private, covered beachfront terrace – the perfect place to enjoy balmy Gulf breezes. The generous master suite is also located beach-front and offers incredible Gulf views from the moment you awake, with king bed, walk-in closet and spa-like bathroom with twin sinks and large walk-in shower. Two additional bedrooms, both and ensuite bathrooms round out the residence. Relax beachside and toast our famous Siesta Key sunsets on your next vacation in this lovely vacation rental residence. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King BedbrBedroom 3: Queen BedbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

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Sleeps

$1064.98

/ Nightly

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Breathtaking Gulf Views on Siesta: Residence 501

Siesta Key, Florida, United States

Residence 501: - Direct Beachfront Water ViewbrbrThis stunning beachfront corner residence offers a truly unmatched vacation experience. Surrounded with an oversized, wraparound terrace and floor to ceiling windows, this 3-bedroom, 3-bathroom residence offers views for days. Decorator-designed with contemporary pieces and natural accents that perfectly complement the stunning panorama, the open floor plan features a spacious dining and living area that open onto the gulf-front terrace. The fully outfitted chef’s kitchen boasts top-of-the-line appliances complete with ice machine and wine fridge. The water views continue from the master suite with king bed, walk-in closet and spacious master bath with double sinks, private toilet, and walk-in shower. The residence has two additional bedrooms, one with ensuite bathroom and queen bed, and one with twin beds that can be placed together or apart to accommodate your needs. Immerse yourself in island luxury surrounded by sand, sea and sky in this stunning vacation rental. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: Queen Bed, TVbrBedroom 3: 2 Twin Beds or King Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Ice machinebr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Wraparound Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Bed

Bath

Sleeps

$929.38

/ Nightly

Condo

Breezy Beachfront Charm with Direct Gulf Views: Residence 307

Siesta Key, Florida, United States

Residence 307- Direct Beachfront Water ViewbrbrBeautifully decorated in upscale coastal design, this 2-bedroom, 3-bath residence, located directly gulf-front on the third floor, is the ideal place for your next island vacation. The residence has an open floor plan with a spacious living and dining area featuring floor to ceiling windows that open onto your private beachfront terrace. The kitchen is outfitted with top-of-the-line appliances, large and small, and fully equipped with everything you need to entertain your friends and family around its spacious, quartz-topped island. Offering more beach views from soaring windows, the master suite has a king bed, spacious walk-in closet and large master bath with double sinks, private toilet, and walk-in shower. The two additional bedrooms also have king beds, with one ensuite bath and one adjacent. This stunning vacation rental has all you could ask for to create your perfect beach getaway.brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: King Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

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Bath

Sleeps

$899.86

/ Nightly

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Spacious Fifth Floor Luxury Rental with Oversized Terrace: Residence 502

Siesta Key, Florida, United States

Residence 502 - Partial Water ViewbrbrThis beautifully appointed residence is one of the very few in the building offering four bedrooms to meet all your needs for the perfect island vacation. Thoughtfully laid out and professionally decorated, this residence truly has it all. The open floor plan features a fully equipped gourmet kitchen, dining area, and light-filled living area featuring floor to ceiling windows that open onto an oversized terrace. The outdoor living space offers south views of the beach and island, showcasing all of Siesta Key’s charm, while the four bedrooms overlook lush island greenery and afford island sunrise views. The master suite features a king bed, walk-in closet, and spa-like master bath. All four bedrooms delight with island views. Spacious in size and scope, this rental is the perfect beach vacation spot for your family and friends.brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: King Bed, TVbrBedroom 4: Queen Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Gulf View TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Bed

Bath

Sleeps

$237.68

/ Nightly

Condo

Siesta Key Condo 1B/1Ba - PRIVATE COVE with WHITE SANDY BEACH and FISHING PIER!!

Siesta Key, Florida, United States

Dates still open for the Winter Season! 10% Discount for 2+ months, 15% Discount for 3+ months!!brbrBEAUTIFUL COMMUNITY WHITE SANDY PRIVATE BEACH with FISHING PIER!! Your own private oasis away from the Seasonal crowds on the Public Beach!brbrJust steps away from the Sandy Cove community's PRIVATE white sandy beach, this condo is the perfect beach getaway! Enjoy the white quartz sand, swim in the warm gulf waters, and savor the frequent visits from our dolphin and manatee friends. Indulge in the abundant fishing off our private pier; we frequently catch tarpon, snook, flounder, snapper, Spanish mackerel, and sea trout! brbrThis top floor 1 bed/1 bath condo has the perfect set up a full kitchen, full balcony with a lake view, floor to ceiling windows with plenty of Florida sunlight, and natural wooden vaulted ceilings. When you're finished relaxing, it is just a short walk to the vibrant culture of Siesta Key Village with plenty of restaurants and bars to enjoy!brbrSandy Cove in and of itself is a tropical oasis, filled with mature native plants and trees you feel as if you have traveled to your own paradise. Our white powdery sand beach can only be accessed by Sandy Cove residents, NO public access, NO crowded beach. Sandy Cove enjoys the perfect location, only a 5-minute walk to the energetic Siesta Key Village which boasts all necessities such as entertainment, restaurants, shops, grocery stores, and free Trolley for easy access. A car is not even necessary; but just in case, the condo includes a dedicated covered carport with an additional uncovered parking spot and a storage unit with the included beach chairs and room for your own beach toys. And if the PRIVATE beach is not enough, it is only a short walk to the famous public Siesta Key beach around the corner!brbrUp on the second floor, this condo is fully furnished with the essential items: linens, towels, beach towels, kitchen fully stocked with all appliances including a dishwasher, washer and dryer, Queen bed and couch with a pull out bed, TV, high-speed Internet with Wi-Fi. Dedicated carport and an additional parking spot. Storage unit with beach chairs. Top second floor. Private balcony with umbrella, patio set, and Weber gas grill. brbrNO SMOKING. 1 month minimum. HOA background approval required - $100 per application paid directly to HOA.brbrWinter 2026 season - 1 month minimum. Seasonal rates apply.- check dates for availability and pricing. 10% Discount for 2+ months, 15% Discount for 3+ months. Contact us to apply a discount for any stays 2+ months

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Bath

Sleeps

$545.44

/ Nightly

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Experience Paradise - Siesta Key - USA #1 Beach - Book Now

Siesta Key, Florida, United States

This spacious 1200 sf, beautifully decorated garden view condo is a mere 200 yards from the beach. Recently remodeled (fall 2023) It features 14' high cathedral ceilings in the living and dining rooms. The lanai is glass and screened enclosed to expand the living space for all seasons. This home features large walk-in closets in both bedrooms, washer and dryer in the unit and fully equipped kitchen. A complete set of dishes and new pots and pans are provided for those who want to cook. The condo has a dedicated covered parking space for use during your stay.brbrBed linens, towels, beach towels and dish towels are furnished with the unit. brbrSiesta Dunes is a beautiful gated complex with on-site security located directly on Siesta Beach, the #1 rated beach in America. Siesta Dunes features a fenced circular salt water pool with an adjacent hot tub and a very large beach deck adjacent to the beach. The deck features a gazebo, tables with umbrellas and 3 gas grills. Lounge chairs are furnished for the pool area, deck and beach. brbrImagine grilling your dinner and sipping on your favorite beverage while the sun sets in spectacular fashion. Even on a cloudy day, the colors are phenomenal!brbrSiesta Beach is a very wide, gorgeous beach with white quartz sand which is always cool to the touch. Bring your sun screen and relax, swim, walk and play until your heart is content. brbrThese amenities along with free in-unit Wi-Fi, smart TVs throughout make it a perfect stay for families or those lucky enough to enjoy an extended stay at the beach. Enjoy!brbrbr brbrKeywords: Condo, Crescent Beach, Siesta Key, Siesta Dunes,

2

Bed

2

Bath

6

Sleeps

$230.01

/ Nightly

Condo

Midnight cove II 414F: Ground-Floor Condo with Beach, Pool, and Tennis!

Siesta Key, Florida, United States

Welcome to Midnight Cove II 414F! This beautiful and comfortable 2-bedroom, 1.5-bathroom ground floor condo is the perfect escape for families or friends looking to unwind in Siesta Key. Enjoy convenient private deeded beach access to the acclaimed Crescent Beach, famous for its soft white quartz sand, just steps from your door. Located in a prime area, you’re within walking distance to vibrant Siesta Village, shops, and popular restaurants.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• CornholebrbrThe condo features a fully equipped, updated kitchen, an inviting living area, and two cozy bedrooms. Enjoy direct views of the lush MCII grounds and canal waterways. With a washer and dryer for your convenience, complimentary Wi-Fi, and all the beach essentials—including chairs, umbrella, and cooler—you're set for relaxation.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). brbrBook your stay at Midnight Cove II 414F today and embrace the serene charm of Siesta Key! Enjoy the ultimate beach getaway with unmatched convenience and comfort!

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Sleeps

$355.15

/ Nightly

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Siesta Key Escape: Spacious 2BR /2BA Near Beach + Dining

Siesta Key, Florida, United States

Please relax and enjoy our spacious unit, which offers an open-concept kitchen, two large bedrooms, a screened patio, and a washer and dryer. We also have a beautiful heated pool in our complex for you and your family to enjoy when you're not on the beach.

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Bath

Sleeps

$194.69

/ Nightly

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Beautiful Siesta Key Condo

Siesta Key, Florida, United States

Come and enjoy the island lifestyle on Siesta Key in this lovely furnished 2nd floor condo. Enjoy your morning coffee or evening cocktail on the balcony with views of the beautiful inter-coastal waterway and canal from your vacation home. Nearby access to Siesta Key’s famous Crescent Beach quartz sand beach is just a short walk away. The property contains lush grounds, amazing community pool, boat basin, tennis courts, pickle ball, basketball, fitness room & BBQ area. Includes the convenience of an in unit washer and dryer and carport. Come and enjoy the Florida lifestyle with breathtaking sunsets, nearby restaurants and entertainment, Siesta Key village & convenient free Siesta Key trolley. Just a short drive over the bridge to the mainland for even more cultural adventures and fun.

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Sleeps

$143.4

/ Nightly

Condo

Poolside Oasis at the Inlet, First Floor

Siesta Key, Florida, United States

The newly renovated first floor condo with a heated pool and boat dock a few steps out the back door. King size bed in the master bedroom. Full master bathroom with walk in shower. Two twin size beds in the guest bedroom which can be combined into a king size bed. Full guest bathroom with shower and tub. There is also a pull-out queen size sofa bed in the living room.brEnjoy the sounds of the surf, watch boats pass by, or relax and enjoy the sunset from a nearby beach. This 2 BR/2 Bath condo located on the quiet end of Siesta Key offers a spacious relaxing environment. Whether you choose to watch a show in the living room, enjoy a book and coffee on the large lanai, or soak up the sun by the heated pool, the condo has everything you need to make your vacation memorable.brThe newly furnished condo is equipped with everything you need for your stay including: a new, fully equipped kitchen, a large screen television with cable and Wi-Fi. A large monitor and printer are available for your convenience, as well. An additional television is located in the master bedroom. There are two sets of glass sliding doors leading to the furnished lanai from both the living room and master bedroom. brThe condo is within walking distance of Turtle Beach. Take the free shuttle (Siesta Key Beach Trolley) that travels along the key, stopping at the famous Siesta Key Beach and the Siesta Key Village. There is a community grill available, or you can visit several restaurants within walking distance of the condo.

2

Bed

2

Bath

4

Sleeps

$208.0

/ Nightly

Condo

Habor Towers 601 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 601 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers Unit 601, a beautifully updated sixth-floor one-bedroom, one-bathroom condo offering sweeping panoramic views in one of Siesta Key’s most desirable gated waterfront communities. Perfect for couples and extended stays with a 13-night minimum requirement, this elevated retreat combines modern coastal finishes, floor-to-ceiling windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village.brbrHighlightsbr• 1 Bedroom / 1 Bathroom condobr• King bedbr• 13-night minimum stay communitybr• Sixth-floor panoramic water and city viewsbr• Short drive to Siesta Key Beachbr• Gated waterfront communitybr• 2 heated community poolsbr• 3 Har-Tru tennis courtsbr• 40-slip marinabrbrHarbor Towers is known for offering amenities rarely found in many Siesta Key associations. Guests enjoy two heated pools surrounded by lush tropical landscaping, three Har-Tru tennis courts, and a 40-slip marina with direct access to the Intracoastal Waterway. The gated community also features a fitness center and sauna, making it especially appealing for snowbirds and seasonal guests seeking both relaxation and recreation during longer stays.brbrUnit 601’s standout feature is its elevated corner position with expansive windows showcasing pool views, palm lined grounds, city lights, and glimpses of the bay. The panoramic vantage point creates a bright and airy atmosphere throughout the condo. The open concept living area is filled with natural light from floor-to-ceiling windows, creating a spacious and inviting setting. Comfortable seating and a modern entertainment center provide the perfect place to unwind after a day at Siesta Key Beach. The fully updated kitchen features granite countertops, stainless steel appliances, warm wood cabinetry, and generous counter space. A large island adds both prep space and casual seating, making it ideal for longer stays and homecooked meals. The adjacent dining area offers an elegant setting with scenic views as your backdrop.brbrThe primary bedroom features a king bed, serene coastal décor, and large windows that frame beautiful elevated views. Designed for comfort and privacy, it offers a peaceful retreat after enjoying the beach or exploring Siesta Key Village. The ensuite bathroom includes granite countertops, custom cabinetry, and a spacious walk-in shower with elegant tile finishes, creating a spa-like atmosphere.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbrbrHarbor Towers Unit 601 includes elevator access, assigned parking, community grilling areas, and beautifully maintained grounds. The 13-night minimum stay requirement helps maintain a peaceful, residential atmosphere ideal for couples, snowbirds, and remote workers seeking a longer Siesta Key retreat.brbrIf you are looking for a Siesta Key condo rental with panoramic views, resort style amenities, and the comfort of an extended stay community, Harbor Towers Unit 601 by Tropical Sands Accommodations is the perfect choice. Secure your preferred dates today and experience elevated coastal living in beautiful Siesta Key.

2

Bed

1

Bath

5

Sleeps

$242.32

/ Nightly

Condo

Harbor Towers 409 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 409 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 409 is a renovated two-bedroom, two-bath condominium located on the north side of the building with marina views within the Harbor Towers Yacht and Racquet Club. Designed with privacy in mind, the bedrooms are positioned on opposite sides of the main living space, making this residence a comfortable option for couples or families enjoying an extended stay on Siesta Key.brbrHighlightsbr• 13-night minimum staybr• 2 Bedrooms / 2 Bathroomsbr• Sleeps up to 5 guestsbr• King bed, Double bed, Twin bedbr• Marina viewsbr• Renovated interiorbr• Split-bedroom layout for added privacybr• Fully equipped kitchenbr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 409 enjoy Harbor Towers’ resort style setting along the Intracoastal Waterway, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina. The community also features a scenic seawall with seating near the marina, ideal for watching sunrises, boats passing by, dolphins, and local birdlife. Fitness and sauna facilities, along with shared grilling areas, round out the relaxed island lifestyle.brbrThe condo offers a comfortable and functional layout with the living and dining areas serving as the central gathering space. The home includes a fully equipped kitchen, making it easy to prepare meals and enjoy time together during longer stays. The open flow supports both casual relaxation and shared island moments.brbrThe primary bedroom features a king bed and an ensuite bathroom with a walk-in shower. The guest bedroom includes a double bed and a twin bed, along with an attached bathroom featuring a tub and shower combination. The split-bedroom design provides added privacy and flexibility for guests.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Guest Bedroom: Double bed and Twin bed, ensuite bathroom with tub and showerbrbrWith its marina views, private bedroom layout, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 409 by Tropical Sands Accommodations offers a relaxed and convenient way to experience island living. Spend your days exploring Siesta Key Village or unwinding by the water, then return to a welcoming retreat designed for comfort. Book your extended stay and enjoy life on island time.

2

Bed

2

Bath

5

Sleeps

$242.47

/ Nightly

Condo

Harbor Towers 326 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 326 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 326 is a two-bedroom, two-bath condominium offering west facing partial water views and thoughtful upgrades throughout within the Harbor Towers Yacht and Racquet Club. With comfortable sleeping accommodations for up to six guests and sunset views to enjoy each evening, this residence is well suited for an extended Siesta Key stay.brbrHighlightsbr• 13-night minimum staybr• 2 Bedrooms / 2 Bathroomsbr• Sleeps up to 6 guestsbr• King bed, Queen bed, Queen sofa sleeperbr• West-facing orientation with partial water viewsbr• Fully equipped kitchen with new stainless steel appliancesbr• In-unit washer and dryerbr• Bar area with wine coolerbr• Fans throughout the condobr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 326 enjoy access to Harbor Towers’ resort style amenities along the Intracoastal Waterway, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina. Fitness and sauna facilities, shared grilling areas, and scenic waterfront seating throughout the community create a relaxed island environment designed for longer stays.brbrThe condo offers a comfortable and welcoming layout designed for easy island living. The living area provides a relaxing space to unwind and connects seamlessly to a fully equipped kitchen featuring brand new stainless steel appliances, including a refrigerator, dishwasher, glass cooktop oven, and microwave. The kitchen is stocked with dishes, cookware, utensils, and small appliances such as a Keurig and toaster, making meal preparation simple during your stay. A dedicated bar area with a wine cooler adds a unique touch, perfect for enjoying evening cocktails while watching the sunset.brbrThe primary bedroom features a king bed and a private ensuite bathroom with a walk-in shower. The guest bedroom offers a queen bed and convenient access to the second bathroom, which also includes a walk-in shower. A queen sleeper sofa in the living area provides additional sleeping flexibility. Bed linens and towels are provided for guest convenience.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Guest Bedroom: Queen bedbr• Living Area: Queen sofa sleeperbrbrWith its sunset facing views, in-unit washer and dryer, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 326 by Tropical Sands Accommodations is an inviting place to settle into island life. Sip a cocktail as the sun sets, relax by the pool, and enjoy everything Siesta Key has to offer. Book your extended stay and make this your coastal home away from home.

2

Bed

2

Bath

6

Sleeps

$249.25

/ Nightly

Condo

Harbor Towers 105 by Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Tower unit 105 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers Unit 105, a beautifully updated ground-floor two-bedroom, two-bathroom waterfront condo located within the desirable Harbor Towers community on Siesta Key. This residence features a private patio with Intracoastal Waterway views, easy access to community amenities, and thoughtful upgrades throughout, making it an ideal choice for a relaxed extended island stay.brbrHighlightsbr• Ground-floor waterfront condo with private patiobr• Intracoastal Waterway viewsbr• 2 Bedrooms / 2 Bathroomsbr• Sleeps up to 6 guestsbr• King bed, Queen bed, Twin bed, Queen sofa sleeperbr• 13-night minimum stay communitybr• Fully remodeled kitchen and bathrooms (2019)br• Updated furnishings, lighting, linens, and decorbr• Custom blackout and vertical cellular shades (2024)br• Steps to pools, marina, tennis courts, and grillsbr• Complimentary enhanced Xfinity high-speed WiFibrbrEnjoy the convenience of a private patio overlooking the Intracoastal Waterway, perfect for morning coffee or unwinding after a beach day. This unit’s prime ground-floor location provides easy access to Harbor Towers’ pools, marina, tennis courts, gas grills, and assigned parking, making it one of the most sought-after locations in the community.brbrThe living area is designed for comfort and entertainment, featuring a large-screen TV with Xfinity service, DVD player, stereo system, and a collection of movies. A spacious sofa converts to a queen sleeper, complemented by an additional cozy couch. A counter height game table with seating for four adds a casual gathering space for meals or games.brbrThe kitchen showcases quartz countertops and stainless steel appliances and is fully stocked for extended stays. Guests will find a drip coffee maker, Keurig, toaster, blender, toaster oven, George Foreman grill, and a full selection of cookware and bakeware. The dining table seats four and expands to accommodate six.brbrThe primary bedroom features a king bed, TV with Xfinity service, a walk-in closet, and an ensuite bathroom with a tiled walk-in shower and a separate vanity area. The guest bedroom includes a queen bed, twin bed, TV with Xfinity service, a large closet, and an ensuite bathroom with a shower and tub combination and a separate vanity area.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Guest Bedroom: Queen bed and Twin bed, ensuite bathroom with tub and showerbr• Living Area: Queen sofa sleeperbrbrA beach closet conveniently located near the primary bedroom includes beach chairs, a cart, umbrellas, toys, and towels for easy days by the water. The living area also offers a selection of movies, games, and puzzles for relaxed evenings in. Laundry facilities are located just steps from the unit for added convenience during longer stays.brbrWith its waterfront views, prime ground-floor location, and thoughtful upgrades, Harbor Towers Unit 105 by Tropical Sands Accommodations offers the perfect blend of comfort and island convenience. Settle in, explore the beaches and dining nearby, and enjoy everything Siesta Key living has to offer. Book your extended stay and make this your home away from home.

3

Bed

2

Bath

7

Sleeps

$245.32

/ Nightly

Condo

Harbor Towers 330 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 330 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 330 is a comfortable two-bedroom, two-bath condo situated on the much coveted, serene and well landscaped pool side of the complex; with wonderful panoramic sunrises. This condo is located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Designed for couples, friends, or small families, this inviting retreat offers a bright layout, coastal-inspired interiors, and a private screened lanai overlooking the pools and tropical community grounds. With easy access to Siesta Key Beach, dining, and island attractions, this condo is ideal for a relaxing extended stay.brbrHighlightsbr• Two-bedroom, two-bath condobr• Queen bed, full bed, twin bedbr• Washer and dryer in unitbr• Screened lanai with seatingbr• Gated waterfront Harbor Towers community with coded entry at all gates/doorsbr• 13-night minimum stay communitybr• Two heated pools and three Har-Tru tennis courtsbr• BBQ grills and poolside patio, marina, fitness center, and saunabr• Short distance to Siesta Key Beach and the Villagebr brEnjoy peaceful mornings and relaxing evenings on the screened lanai, where you can take in views of the pools and beautifully maintained tropical grounds and enjoy gentle coastal breezes. Guests of Harbor Towers enjoy a gated waterfront setting with resort-style amenities including two heated pools, three Har-Tru tennis courts, a marina, fitness center, and sauna, creating a comfortable and convenient island experience.brbrThe open concept living and dining area is designed for comfort and ease, featuring cozy seating, natural light, imported Italian porcelain flooring, and a layout that flows seamlessly to the screened lanai. This welcoming space is perfect for unwinding after a day at the beach or gathering together for meals and downtime. The kitchen is gorgeous and functional with premium cabinetry, counter space, a custom stone back splash, and stainless appliances, making it easy to prepare everything from simple breakfasts to relaxed dinners at home. brbrbrThe primary bedroom offers a relaxing retreat with a comfortable queen bed, ample storage with a walk-in closet, and a private ensuite bathroom. The second bedroom, located on the opposite side of the living and dining room for added privacy, features a full bed and a twin bed, providing flexible sleeping arrangements for additional guests and a reach-in closet. The hallway bathroom is conveniently located near the second bedroom and main living area, offering easy access for all guests. Each bathroom features granite and a custom vanity.brbrRoom Detailsbr• Primary Bedroom: Queen bed and ensuite bathroombr• Second Bedroom: Full bed and twin bedbr• Second Bathroom: Hallway accessbrbrbrAdditional conveniences include an in-unit washer and dryer, elevator access within the building, and beautifully maintained community grounds throughout Harbor Towers. Your trip to the Beach is also covered as you have high and low beach chairs (6), umbrellas, some beach toys, beach towels 2 Igloo coolers. Tennis racquets/balls await your game on one of the three Har-tru clay courts on site. For those with sensitivities, the HVAC has been upgraded to include an “in duct” air purification system which actively reduces up to 99% of airborne contaminants; including allergens, bacteria, viruses, odors and VOC’s. This unit also has the rarely available Preferred and Assigned Carport Parking; close to the south building entrance. Your vehicle will stay cool and dry on the those hot days!brbrWhether you are planning a seasonal escape or a longer Siesta Key getaway, Harbor Towers Unit 330 by Tropical Sands Accommodations offers comfort, location, and access to outstanding community amenities. Book your stay today and enjoy relaxed island living in one of Siesta Key’s most desirable waterfront communities.

2

Bed

2

Bath

5

Sleeps

$249.34

/ Nightly

Condo

Harbor Towers 322 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 322 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 322 is a welcoming two-bedroom, two-bath condo located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Thoughtfully designed for couples, friends, or small families, this recently refreshed retreat features a bright open layout and a private screened lanai overlooking the tropical community grounds. With easy access to Siesta Key Beach, dining, and island attractions, this condo is ideal for a relaxing extended stay.brbrHighlightsbr• Two-bedroom, two-bath condobr• King bed, queen bedbr• 13-night minimum stay communitybr• Washer and dryer in unitbr• Screened lanai with seatingbr• Recently refreshed interiorbr• Gated waterfront Harbor Towers communitybr• Two heated pools and three Har-Tru tennis courtsbr• Marina, fitness center, and saunabr• Short distance to Siesta Key Beach and the VillagebrbrUnwind on the screened lanai, where you can enjoy morning coffee or evening breezes while overlooking the beautifully maintained tropical grounds. Guests of Harbor Towers enjoy a gated waterfront setting with resort-style amenities including two heated pools, three Har-Tru tennis courts, a marina, fitness center, and sauna, enhancing every stay with comfort and convenience.brbrThe open concept living and dining area is designed for relaxation, featuring comfortable seating, abundant natural light, and seamless access to the screened lanai. This inviting space is perfect for unwinding after a day at the beach or gathering together for meals and downtime. The kitchen is bright and functional with ample cabinetry, counter space, and essential appliances, making meal preparation easy whether you are enjoying quick breakfasts or relaxed dinners at home.brbrThe primary bedroom offers a peaceful retreat with a comfortable king bed, generous storage, and a private ensuite bathroom. The second bedroom features a queen bed and is conveniently located near the hallway bathroom, providing comfort and privacy for additional guests. The hallway bathroom is easily accessible from both the guest bedroom and the main living area.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroombr• Second Bedroom: Queen bedbr• Second Bathroom: Hallway accessbrbrAdditional conveniences include an in-unit washer and dryer, elevator access within the building, and beautifully maintained community grounds throughout Harbor Towers.brbrWhether you are planning a seasonal escape or a longer Siesta Key getaway, Harbor Towers Unit 322 by Tropical Sands Accommodations offers comfort, location, and access to exceptional community amenities. Book your stay today and enjoy relaxed island living in one of Siesta Key’s most desirable waterfront communities.

2

Bed

2

Bath

4

Sleeps

$314.22

/ Nightly

Condo

Harbor Towers 319 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 319 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 319 is a spacious three-bedroom, two-bath condo located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Designed for families or small groups, this inviting retreat offers a comfortable layout, bright coastal interiors, and a screened lanai overlooking the community grounds. With convenient access to Siesta Key Beach, dining, and island attractions, this condo is well suited for an extended island getaway.brbrHighlightsbr• Three-bedroom, two-bath condobr• King bed, queen bed, two twin bedsbr• Washer and dryer in unitbr• 13-night minimum stay communitybr• Screened lanai with seatingbr• Gated waterfront Harbor Towers communitybr• Two heated pools and three Har-Tru tennis courtsbr• Marina, fitness center, and saunabr• Short distance to Siesta Key Beach and the VillagebrbrStep out onto the screened lanai, where you can relax with morning coffee or unwind in the evening while enjoying views of the beautifully maintained tropical grounds. Guests of Harbor Towers enjoy a gated waterfront setting with resort-style amenities, including two heated pools, three Har-Tru tennis courts, a marina, fitness center, and sauna, enhancing every stay with comfort and convenience.brbrThe open concept living and dining area provides a welcoming space to gather, featuring comfortable seating, natural light, and a layout that encourages relaxation after a day at the beach. This central living area flows seamlessly into the dining space, making it ideal for shared meals and downtime. The kitchen is well equipped with ample cabinetry, granite countertops, and essential appliances, offering everything needed for preparing meals during your stay, whether you are cooking quick breakfasts or enjoying dinners at home.brbrThe primary bedroom serves as a private retreat with a comfortable king bed, generous storage, and a private ensuite bathroom. The second bedroom features a queen bed and is conveniently located near the hallway bathroom. The third bedroom offers two twin beds, making it a great option for children or additional guests. The hallway bathroom is easily accessible from the guest bedrooms and main living area, providing added functionality for group stays.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroombr• Second Bedroom: Queen bedbr• Third Bedroom: Two twin bedsbr• Second Bathroom: Hallway accessbrbrAdditional conveniences include an in-unit washer and dryer, elevator access within the building, and beautifully maintained community grounds throughout Harbor Towers.brbrWhether you are planning a family vacation or an extended stay on Siesta Key, Harbor Towers Unit 319 by Tropical Sands Accommodations offers space, comfort, and access to exceptional community amenities. Reserve your stay today and experience relaxed island living in one of Siesta Key’s most desirable waterfront communities.

3

Bed

2

Bath

6

Sleeps

$308.53

/ Nightly

Condo

Harbor Towers 528 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 528 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 528 is a luxuriously appointed three-bedroom, three-bath condominium with an additional den, offering generous space, refined finishes, and Gulf views within the Harbor Towers Yacht and Racquet Club. Designed to comfortably accommodate families or groups of friends, this expansive residence blends upscale comfort with the relaxed elegance of Siesta Key living.brbrHighlightsbr• 13-night minimum staybr• 3 Bedrooms / 3 Bathrooms plus denbr• Sleeps up to 8 guestsbr• King bed, Queen bed, two Twin beds, Queen sofa sleeperbr• Gulf views from the primary bedroombr• Den with home office setupbr• Fully equipped kitchenbr• Multiple ensuite bathroomsbr• Flat-screen TVs with HD cable throughoutbr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 528 enjoy Harbor Towers’ resort style amenities along the Intracoastal Waterway, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina. The community also offers fitness and sauna facilities, grilling areas, a waterfront gazebo, and scenic seawall seating, creating a relaxed yet upscale island environment ideal for extended stays.brbrThis spacious condo offers a thoughtfully designed layout that allows guests to spread out and relax in comfort. The living and dining areas provide an inviting place to gather, while the home includes a fully equipped kitchen designed to support longer stays and shared meals. The overall layout balances open concept living with private retreat spaces throughout the home.brbrThe primary bedroom features a king bed, ceiling fan, flat-screen TV with HD cable, two walk-in closets, and an ensuite bathroom with a walk-in shower equipped with a grab bar and a double-sink vanity. Enjoy peaceful mornings and evenings with Gulf views directly from the suite. The first guest bedroom includes two twin beds, flat-screen TV, ample storage, and is located near a bathroom with a walk-in shower. The second guest bedroom offers a queen bed, private ensuite bathroom with a tub and shower combination, direct access to the lanai, and generous storage space. The den, which can function as a fourth bedroom, features a queen pull-out sofa sleeper, desk, and flat-screen TV, creating a flexible space for sleeping, working, or relaxing.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in shower and double vanitybr• Guest Bedroom One: Two Twin beds, nearby bathroom with walk-in showerbr• Guest Bedroom Two: Queen bed, ensuite bathroom with tub and showerbr• Den: Queen sofa sleeper, desk workspacebrbrWith its spacious layout, Gulf views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 528 by Tropical Sands Accommodations delivers a refined and comfortable Siesta Key escape. Whether traveling with family or friends, this luxury retreat offers the perfect balance of relaxation, privacy, and island living. Book your extended stay and experience Harbor Towers at its finest.

3

Bed

3

Bath

8

Sleeps

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