Large group vacation rentals in Siesta Key, FL

Enjoy the ultimate Siesta Key getaway with top-notch amenities, a prime location, and a beautifully furnished condo designed for comfort and relaxation! Directly across the street to Crescent Beach on Siesta Key, this lovely condo also offers tennis and pickleball courts, heated pools and a fitness center. Resort-Style Amenities: • Prime location in Gulf and Bay Club Bayside, one of Siesta Key’s most popular vacation communities. • Two heated swimming pools surrounded by tropical landscaping, perfect for relaxation. • Fully equipped fitness center. • Tennis and pickleball courts for fun and competitive matches. • Private beach access to world-famous Siesta Key Beach, just a short walk across the street through the Gulf and Bay Club Condominiums. • Free Siesta Key trolley stops nearby, offering easy transportation to Siesta Key Village, where you’ll find an array of shops, restaurants, and nightlife. • Lush, well-manicured grounds with walking paths, a fishing dock, and scenic water views. • Gated community with secure parking and additional guest parking. Condo Interior and Features: • Beautifully furnished with a beachy vibe, featuring tropical hues of turquoise and light green. • Spacious open living area with plush seating, a flat-screen TV, and glass sliders leading to the screened-in lanai. • Lanai with outdoor dining table and chairs, perfect for morning coffee or sunset meals. • Large, fully equipped kitchen with granite countertops, stainless steel appliances, and ample cabinet space. • Primary bedroom suite with a king bed, flat-screen TV, and a private ensuite bathroom. • Primary bathroom with a walk-in glass shower, large vanity, and plush towels. • Additional sleeping spaces: -Queen sleeper sofa in the living room for extra guests. -Small sleeping nook with two twin beds and an accordion door for privacy—perfect for small children. • Guest bathroom with a tub/shower combination, vanity, and a stacked full-size washer and dryer. • Pack light – we’ve got you covered with beach chairs, towels, and an umbrella for your seaside adventures. Gulf and Bay Club Bayside Gulf and Bay Club Bayside is a premier vacation community on Siesta Key, offering resort-style amenities in a lush tropical setting. Guests enjoy two heated pools, tennis and pickleball courts, and a fully equipped fitness center. The community provides direct access to the Intracoastal Waterway, perfect for fishing and wildlife watching. BBQ areas offer a great spot for outdoor dining. A short walk across Midnight Pass Road leads to private beach access on world-famous Siesta Key Beach. With stunning scenery and top-notch amenities, Gulf and Bay Club Bayside is the ideal destination for a relaxing and memorable beach getaway. The Beauty of Siesta Key Siesta Key is a barrier island positioned between the Gulf of Mexico and intracoastal waterway. The powdery white sandy beaches are world renown and stretch over 8 miles along the southwest coast of Florida. Siesta Key is a water-lovers paradise offering crystal clear turquoise water, sailing, fishing, swimming and so much more. Play in the gentle waves and shallow waters, gather unique seashells, or build a sandcastle with your kids or grandkids. The Siesta Key Village offers a wide selection of shops, cafes, top restaurants, and live music for both its residents and guests. From local oyster bars to waterside dining, Siesta Key has something for every palate. Trolley transportation is available around the island and throughout Sarasota. PLEASE NOTE ---------------------------- • Prior to arrival Guest needs to complete the Bayside HOA Online Registration. SkyRun will send you a text and/or email with additional information.

Step out your door and the pool is right there. Walk a few minutes down a private path and you’re on Siesta Key’s famous white sand with a sunset that earns its reputation every single night. Jamaica Royale Beach Villa is a renovated one-bedroom condo on Siesta Key with private beach access, three heated pools, and daily Xplorie activities included. Guests consistently come back. About the Space: - Sleeps up to 6, but most comfortable for couples or small families. - Bedroom: King bed and queen bed - Living room: Queen sleeper sofa - Base rate covers up to 4 guests. Parties of 5 or 6 guests add a $35 per night additional guest fee, shown in your total at checkout. Kitchen, Living and Dining - Fully equipped kitchen with new cabinetry, stainless steel appliances, and all the cookware you need. - Open living and dining area. - Private in-unit washer and dryer. - Keyless entry. Bathroom - Full bathroom with tub/shower combo. Outside - Private patio with dining table and chairs, great for morning coffee or evening meals. Courtyard views. Resort Amenities - Three heated swimming pools, including one steps from the Gulf - Private beach access via the complex’s own walkway, less than 5-minute walk from the unit - Outdoor showers at the beach - Tennis and shuffleboard courts - BBQ grilling areas - Beach chairs and towels provided for guests - Free Daily Activities and Airport Transportation: Every day of your stay includes a free activity (bike rental, kayak, dolphin cruise, or Ringling Museum admission) plus round-trip airport transportation for up to 3 guests from SRQ or TPA. Past guests have especially loved the kayak launch at nearby Turtle Beach. See details below. Ideal for: - Couples and small groups of 4 looking for a clean, well-located Siesta Key condo with private beach access and three pools - Guests who want the full Siesta Key experience: beach, pools, sunset views, and easy access to the trolley and Village - Repeat visitors who keep coming back to Jamaica Royale for the location and the value Extra Perks - Beach chairs and towels provided - Private patio with outdoor dining - In-unit washer and dryer - Keyless coded entry - Free Siesta Key trolley nearby (tip-based) Good to Know - No pets allowed - No smoking or vaping in the unit or on the patio area - Primary guest must be 25 or older; bookings made by guests under 25 will be cancelled without refund - Base rate covers up to 4 guests; parties of 5 or 6 add a $35 per night additional guest fee - One uncovered parking space included - Maximum occupancy: 6 guests - No parties or large gatherings - AC must be set to 73 degrees or above -Xplorie activities and airport transportation not available for stays of 25 nights or longer Location - Jamaica Royale on Siesta Key: 5830 Midnight Pass Road - Located on the Gulf side of Siesta Key, steps from three heated pools and less than a 5-minute walk to private beach access. Nearby: - Siesta Key Village (dining, shopping, live music): 1.5 miles, short drive or free trolley - Free Siesta Key trolley stop nearby, runs the length of the island (tip-based) - Turtle Beach (kayak launch): short drive south - Walt’s Fish Market: recommended by past guests - Siesta Key Beach public area: less than a mile FAQs Is this property on Siesta Key? Yes. Jamaica Royale is located directly on Siesta Key with a private beach walkway less than 5 minutes from the unit. How many guests does it sleep? Up to 6: a king and queen bed in the bedroom and a queen sleeper sofa in the living room. Most comfortable for 2 to 4 guests. Parties of 5 or 6 add a $35 per night additional guest fee. How many pools are there? Three heated pools, including one close to the Gulf, steps from the unit. What beach gear is provided? Beach chairs and towels are provided for guest use. How far is the beach? Less than a 5-minute walk via the complex’s private beach walkway. Is there parking? One uncovered reserved parking space is included. Are pets allowed? No. Is there a minimum age to book? Yes. The primary guest must be 25 or older. Bookings made by guests under 25 will be cancelled without refund. Does this property include free activities and airport transportation? Yes, through Xplorie. Past guests have especially enjoyed the kayak launch at Turtle Beach. See details below for activity options and terms. How far is Siesta Key Village? 1.5 miles. The free Siesta Key trolley (tip-based) stops nearby and connects to the Village for dining, shopping, and nightlife. Past guests recommend Walt’s Fish Market for dinner. Next door complex is under construction. Unfortunately, we don’t have any say in the matter. Xplorie Activities and Airport Transportation -One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission -Limited to one person per day; additional guests can join for a fee -Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated) -Activities subject to availability and change; non-cumulative and non-transferable -Not available for stays of 25 nights or longer IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Discover a peaceful waterfront retreat at this ground-floor condo in the gated Siesta Gulf & Bay Bayside community, located on Siesta Key. No neighbors above you, a private screened lanai overlooking a fountain pond and tropical landscaping, and gated private access to Siesta Key Beach, just an 8-minute walk away. Every day of your stay also includes a free activity and round-trip airport transportation through our Xplorie program (details below). This is island living at a slower pace. Sleeps 6: -Master Suite: King bed, private lanai access, en-suite bath with walk-in shower -Guest Bedroom: Two twin beds, dedicated TV -Living Room: Queen sleeper sofa 1,260 sq ft. Ground-floor unit, no stairs, no upstairs neighbors. Kitchen, Living and Dining Fully equipped kitchen with granite countertops and stainless steel appliances. Breakfast bar seats 4. Central AC, ceiling fans, private washer/dryer, high-speed WiFi and cable. Bathrooms -Primary en-suite: Spacious vanity, walk-in shower -Guest bath: Tub/shower combo Resort Amenities -Gated private access to Siesta Key Beach, 8-minute walk -Two heated community pools -Tennis and pickleball courts -Private fishing pier and boardwalks along the Intracoastal Waterway -Community grilling stations -Free Siesta Key Trolley stop nearby for the Village or south-end shops Ideal for: -Small families, especially during summer and spring break, with the king plus twin bedroom setup -Guests who want resort amenities (pools, tennis, pickleball, fishing pier) in a gated community -Beach-goers who want walkable, gated access to Siesta Key Beach -Longer-stay guests who value in-unit laundry and a full kitchen Extra Perks -Beach chairs, umbrella, and towels provided -Driveway parking included (1 parking pass provided; additional passes available for a fee) -Golf carts welcome (must be stored in garage or driveway) Good to Know -No pets allowed, including emotional support animals -Primary guest must be 25 or older; bookings made by guests under 25 will be cancelled without refund -On-site check-in and parking passes required per association rules -Bayside amenities (pools, tennis, pickleball, pier) and private beach access are included. -Garage is accessed weekly by staff for trash removal -No boats, motorcycles, trailers, or oversized vehicles -Xplorie activities and airport transportation are not available for stays of 25 nights or longer Location South End: -Clayton’s Grill -Miguel’s -Captain Curt’s The Village: -Siesta Key Oyster Bar (SKOB) -Daiquiri Deck -Local boutiques and shops FAQs Is this property on Siesta Key? Yes. The condo is located on Siesta Key. Gated private access to Siesta Key Beach is an 8-minute walk from the unit. Is this a ground-floor unit? Yes. No stairs and no upstairs neighbors, which makes for a quieter stay. How many guests does it sleep? Up to 6: a king bed in the primary, two twin beds in the guest room, and a queen sleeper sofa in the living room. What pools and amenities can guests use? Guests have full access to Bayside amenities, including two heated pools, tennis and pickleball courts, and the private fishing pier. Gulf-side pools in the complex are reserved for residents only. Is there parking? Yes. One parking pass is included with driveway parking. Additional passes are available for a fee. Golf carts are welcome and must be stored in the garage or driveway. Are pets allowed? No. This property does not allow pets, including emotional support animals. Is there a minimum age to book? Yes. The primary guest must be 25 or older. Bookings made by guests under 25 will be cancelled without refund. Does this property include free activities and airport transportation? Yes, through our Xplorie program. See details below for activity options and terms. What’s nearby? Clayton’s Grill, Miguel’s, and Captain Curt’s are all on the south end. The Village has Siesta Key Oyster Bar, Daiquiri Deck, and local boutiques, all reachable via the free Siesta Key Trolley. Xplorie Activities and Airport Transportation -One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission -Limited to one person per day; additional guests can join for a fee -Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated) -Activities subject to availability and change; non-cumulative and non-transferable -Not available for stays of 25 nights or longer This property does not allow Emotional Support Animals in addition to their no pet policy. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions. Parking passes: 1 parking pass is provided. There is a fee for extra parking passes.

Welcome to Siesta Bayside 3 Bedroom Condo! This stunning second-story, 3-bedroom townhome in Siesta Bayside combines luxury, comfort, and convenience. Just a 10-minute walk from Siesta Key Beach via private access, it’s located in a gated resort-style community with heated pools, a fitness center, BBQ area, and tennis/pickleball courts. A short stroll to the intracoastal offers a fishing dock, boat slips, and beautiful sunrise views. LOCATION HIGHLIGHTS: - Just a 5-minute drive to Siesta Key Village with dining, shopping, and nightlife - Nearby intracoastal bay access for fishing and boating - Free shuttle service available to explore the area without driving - Private beach access across the road - Two heated community pools, Tennis courts - Down the street from public beach PROPERTY FEATURES: - 3 Bedroom/ 2 bathroom townhouse condo (1495 sq ft) - Second-story unit accessible by stairs (no elevators) - Keyless entry and self check in - Dedicated WIFI and cable - Central A/C with ceiling fans - Parking in the driveway - Private washer and dryer - Can accommodate up to 8 guests, but no more than 6 adults max LIVING ROOM: - Comfortable seating area with access to the private balcony - Smart TV with cable and streaming capabilities - Private balcony with outdoor furniture KITCHEN AND DINING: - Updated kitchen with walnut cabinets, stone countertops, and stainless steel appliances - Plenty of cabinet and counter space - Two dining tables with plenty of seating - Seating for 4 at the breakfast bar BEDROOMS AND BATHROOMS: - Master bedroom (main floor): king bed , no cable but TV has streaming - Guest bedroom #1 (upstairs): king bed, smart TV with cable and streaming capabilities - Guest bedroom #2 (upstairs): two twin beds, smart TV with cable and streaming capabilities - Loft area (upstairs): daybed with trundle - Master ensuite bathroom (downstairs): large vanity room, walk-in shower - Guest bathroom (upstairs): spacious vanity with tub/shower combo EXTRA PERKS: - Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels LOCAL FAVORITES: - South end: - Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery - Village: Daquiri Deck, Siesta Key Oyster Bar, Another Broken Egg, Old Salty Dog, Siesta Market, Beach Club, Big Tiki Lounge IMPORTANT INFO: - Other than the beach access, no gulf side amenities (including their pool) are not available - Garage is accessed weekly by staff to remove garbage - Parking restrictions: no boats, motorcycle, trailers, jet skis, oversized or commercial vehicles allowed. - Golf carts are allowed but must be stored in the garage or driveway - Parking passes and onsite check in required THIS TOWNHOME IS IDEAL FOR A FAMILY BEACH GETAWAY: OFFERING COMFORT, STYLE, AND EASY ACCESS TO ALL THAT SIESTA KEY HAS TO OFFER. This property does not allow Emotional Support Animals in addition to their no pet policy. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions. Parking passes: 1 parking pass is provided. There is a fee for extra parking passes.

Harbor Towers 417 by Tropical Sands Accommodations Welcome to the perfect Gulf Coast retreat at Harbor Towers 417, a beautifully updated Bayfront condominium nestled directly on the Gulf Coast Intracoastal Waterway. This charming fourth-floor residence offers stunning bay views, near Siesta Key’s powdery sands and warm Gulf waters. With two bedrooms and two bathrooms, it provides a serene escape for families or friends seeking relaxation, outdoor activities, and island adventures. Located within the Harbor Towers Yacht and Racquet Club, guests enjoy access to two heated pools, tennis courts, a fitness center, and scenic water views! Highlights • Bay Views • 10-minute walk to Siesta Key Beach • 2 Bedroom / 2 Bathroom • 1 King, 1 Queen, 1 Sleeper sofa • Private screened-in lanai • Two heated pools • Three Community tennis courts and fitness center • Beach chairs • Short walk or trolley ride to Siesta Key Village • 13-night minimum stay community Relax and unwind with two resort style heated pools and scenic water views from the screened-in lanai. Play tennis on the three courts, stay active in the fitness center, or explore Siesta Key’s beaches and village via the free Siesta Key Breeze Trolley right outside your complex. The outdoor grilling patio and water views create a tranquil setting for memorable outdoor meals and relaxing afternoons. The spacious interior boasts a fully equipped kitchen with modern appliances, perfect for preparing meals and snacks. The chic living room with plush seating and a large TV creates a cozy atmosphere for relaxing after a day of beach adventures. The screened-in lanai extends your living space with beautiful views of the bay and a full dining set for outdoor meals. The primary bedroom features a king-sized bed, lovely beach decor, and a modern ensuite bathroom with a walk-in shower. The second bedroom offers a queen-sized bed with an ensuite bathroom featuring a shower and tub combination, accessed via the bedroom and the living area. A sleeper sofa in the living room provides additional sleeping space, supported by a washer and dryer for added convenience. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower  • Second Bedroom: Queen bed • Living Room: Sleeper sofa Guests enjoy access to a washer and dryer, outdoor seating, and the complex’s outdoor pools and tennis courts. Explore the on site Marina available for use with an additional fee, registration, and documentation. Situated across from Siesta Key Beach and near the village shops, Harbor Towers 417 provides the perfect base for exploring the island and relaxing in style. Book your stay today at Harbor Towers 417 and indulge in a waterfront escape, amenities, and a prime location. Enjoy stunning bay views, beach days, and island adventures in this upscale condo. Reserve your dates now for an unforgettable Gulf Coast vacation! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. This property does not allow pets of any kind. 1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Harbor Towers Unit 330 by Tropical Sands Accommodations Harbor 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. Highlights • Two-bedroom, two-bath condo • Queen bed, full bed, twin bed • Washer and dryer in unit • Screened lanai with seating • Gated waterfront Harbor Towers community with coded entry at all gates/doors • 13-night minimum stay community • Two heated pools and three Har-Tru tennis courts • BBQ grills and poolside patio, marina, fitness center, and sauna • Short distance to Siesta Key Beach and the Village Enjoy 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. The 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. The 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. Room Details • Primary Bedroom: Queen bed and ensuite bathroom • Second Bedroom: Full bed and twin bed • Second Bathroom: Hallway access Additional 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! Whether 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.

Harbor Towers Unit 319 by Tropical Sands Accommodations Harbor 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. Highlights • Three-bedroom, two-bath condo • King bed, queen bed, two twin beds • 13-night minimum stay community • Washer and dryer in unit • Screened lanai with seating • Gated waterfront Harbor Towers community • Two heated pools and three Har-Tru tennis courts • Marina, fitness center, and sauna • Short distance to Siesta Key Beach and the Village Step 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. The 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. The 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. Room Details • Primary Bedroom: King bed and ensuite bathroom • Second Bedroom: Queen bed • Third Bedroom: Two twin beds • Second Bathroom: Hallway access Additional conveniences include an in-unit washer and dryer, elevator access within the building, and beautifully maintained community grounds throughout Harbor Towers. Whether 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.

Harbor Towers Unit 418 by Tropical Sands Accommodations Harbor Towers Unit 418 is a newly remodeled three-bedroom, three-bath condominium with a bonus room, ideally located within the Harbor Towers Yacht and Racquet Club. Offering marina and Sarasota Bay views, an open concept layout, and a screened lanai, this spacious residence is well suited for extended stays with couples or families seeking comfort and room to spread out on Siesta Key. Highlights • 13-night minimum stay • 3 Bedrooms / 3 Bathrooms plus bonus room • Sleeps up to 6 guests • King bed and two Queen beds • Marina and bay views • Screened lanai • Wood flooring throughout • Fully equipped kitchen with stainless steel appliances • Open-concept living and dining space • Covered parking space • Gated waterfront community • Two heated pools and three Har-Tru tennis courts Guests at Unit 418 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 known for frequent dolphin and manatee sightings. Additional shared features include a fitness center and sauna, waterfront gazebo and seawall seating, grilling areas, and scenic walking paths throughout the gated community. The condo features a bright, open layout designed for comfort and connection. The living area is furnished with a modern leather sectional and flat-screen TV, flowing seamlessly into the dining area with seating for six. The home includes a fully equipped kitchen with an updated marble finish, stainless steel appliances, and counter seating with three bar stools, making meal preparation and casual gatherings easy. A bonus room offers additional living space with a high top table, seating, and beautiful views of Sarasota Bay, creating a perfect spot for reading, games, or quiet relaxation. The primary bedroom features a king bed, flat-screen TV, marina views, and an ensuite bathroom with a walk-in shower. The second guest bedroom includes a queen bed, Roku TV, and water views, with a nearby bathroom offering a walk-in shower. The third guest bedroom also features a queen bed and a private bathroom with a walk-in shower, providing comfort and privacy for all guests. Bedding and bath towels are provided. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower • Second Guest Bedroom: Queen bed, nearby bathroom with walk-in shower • Third Guest Bedroom: Queen bed, ensuite bathroom with walk-in shower • Bonus Room: Flexible-use space with bay views With its spacious layout, water views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 418 by Tropical Sands Accommodations offers a refined yet relaxed way to enjoy life on Siesta Key. Gather with family, unwind by the bay, and settle into the rhythm of island living. Book your extended stay and make this beautiful retreat your home away from home.

Harbor Towers Unit 520 by Tropical Sands Accommodations Harbor Towers Unit 520 is a fifth-floor two-bedroom, two-bath condominium offering stunning Gulf views and unforgettable sunset views within the Harbor Towers Yacht and Racquet Club. Recently updated with a refreshed kitchen and bathrooms, this bright residence delivers sweeping views from both bedrooms and the main living space, creating an exceptional setting for an extended Siesta Key stay. Highlights • 13-night minimum stay • 2 Bedrooms / 2 Bathrooms • Sleeps up to 6 guests • Two King beds and Full sofa sleeper • Fifth-floor residence with Gulf and sunset views • Updated kitchen and bathrooms • Fully equipped kitchen with stainless steel appliances • Flat-screen TVs in bedrooms and living area • High-speed internet and cable television • Gated waterfront community • Two heated pools and three Har-Tru tennis courts Guests at Unit 520 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. Additional shared features include fitness and sauna facilities, grilling areas, a waterfront gazebo, and scenic seawall seating ideal for enjoying boat activity and coastal wildlife. The living and dining area is designed to highlight the wonderful Gulf views, creating a relaxing space to unwind and enjoy the iconic Siesta Key sunsets. This space flows seamlessly into a fully equipped kitchen featuring stainless steel appliances and all the essentials needed for preparing meals, including cookware, tableware, and a coffee maker. The open layout makes it easy to gather, dine, and relax throughout your stay. Both bedrooms are thoughtfully designed as private suites, each featuring a king bed and its own attached bathroom. The primary bathroom includes a beautifully updated walk-in shower, while the second bathroom offers a tub and shower combination. A full sleeper sofa in the living area provides additional sleeping flexibility. Televisions are available in both bedrooms and the living room for added comfort. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower • Guest Bedroom: King bed, ensuite bathroom with tub and shower • Living Area: Full sofa sleeper With breathtaking Gulf views, sunset filled evenings, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 520 by Tropical Sands Accommodations offers a memorable way to experience island living. Relax, unwind, and take in the beauty of Siesta Key from above. Book your extended stay and make this spectacular retreat your home away from home.

Welcome to your perfect Siesta Key escape at Harbor Towers Yacht and Racquet Club, a beloved bayside community offering resort-style amenities and an unbeatable location. This beautifully furnished condo is designed for comfort in an upscale complex with tennis, a fitness room, sauna, heated pool and hot tub. This bayside community has fishing, boating and more. Ideal for couples, families, or friends looking to experience the very best of Siesta Key. Harbor Towers Amenities Include: *Heated bayside swimming pool and hot tub *Tennis courts *Fitness center and sauna *Community room with full kitchen, piano and pool table *Organized community activities *Gas grills for outdoor cooking with plenty of outdoor tables and chairs *Fishing pier *Bayside and poolside loungers, and a shaded gazebo Inside, the condo feels warm and welcoming with stylish coastal décor and thoughtful touches throughout. The living area features a large, plush sectional, perfect for movie nights, afternoon naps, or gathering after a day at the beach. Just off the main living space, the cozy sunroom invites you to unwind with a morning coffee or evening cocktail while soaking in the Florida sunshine. The bedrooms offer comfy beds dressed in high-end linens, ensuring restful nights after days filled with adventure. The fully equipped kitchen makes dining in easy, whether you’re preparing a quick breakfast before heading out or cooking a full meal to enjoy at home. With quality cookware, ample counter space, and all the essentials, it’s as functional as it is inviting. You’ll also find beach essentials provided, so your days on the sand are stress-free and fun. Additional Amenities - 2 Minutes from Top-Rated Siesta Key Beach - Fully Stocked Kitchen - High-End Furnishings - High-Quality Linens & Turkish Beach Towels - Ensuite Bathroom with Plush Towels - Private Screened-in Balcony - High Speed Internet - Smart TVs and Streaming - Free Trolley Step outside the condo and discover everything that makes Harbor Towers so special. This vibrant waterfront community is known for its extensive amenities and friendly atmosphere, offering something for everyone. One of the biggest highlights is the location. Siesta Key and Crescent Beach are just 2-minutes away. Hop on the free Siesta Key trolley, which stops nearby and runs throughout the island, making it easy to explore multiple beach access points and spend time in Siesta Key Village with its charming shops, restaurants, and nightlife. Whether you’re here to relax, explore, or do a little of both, this Harbor Towers condo offers the perfect home base for an unforgettable Siesta Key vacation.

Welcome to Harbor Towers Unit 216, a beautifully updated two-bedroom, two-bathroom condo in one of Siesta Key’s most sought-after gated waterfront communities. Perfect for extended stays with a 13-night minimum requirement, this inviting retreat offers comfortable coastal interiors, resort-style amenities, and a prime location just minutes from the world-famous Siesta Key Beach and Siesta Key Village. Highlights: • 2 Bedroom / 2 Bathroom condo • King, Full, Queen sleeper sofa • 13-night minimum stay community • Short drive to Siesta Key Beach • Gated waterfront community • 2 heated community pools • 3 Har-Tru tennis courts • 40-slip marina • Fitness center and sauna • Convenient location near Siesta Key Village dining and shopping Harbor Towers is known for its exceptional community amenities that set it apart from many Siesta Key associations. Guests enjoy access to two heated pools, ideal for morning swims or relaxing afternoons in the Florida sunshine. Tennis enthusiasts will appreciate the three tennis courts, while boating lovers can take advantage of the 40-slip marina. This gated waterfront community also features a fitness center and sauna, making it an ideal choice for extended stay guests who want both recreation and relaxation during their time on Siesta Key. Unit 216 welcomes you with a bright and comfortable living area featuring plush seating and a queen sleeper sofa, providing additional sleeping space for guests. Large windows bring in natural light, creating a relaxed coastal atmosphere perfect for longer stays. The fully equipped kitchen offers stainless steel appliances, ample cabinetry, and all the cookware and utensils needed to prepare meals with ease. Whether you are cooking dinner after a beach day or enjoying morning coffee before heading to the pool, this space is designed for convenience. The adjacent dining area provides a comfortable setting for shared meals or casual gatherings. The primary bedroom features a king bed, generous closet space, and a private ensuite bathroom with a walk-in shower and dual vanity, offering both comfort and privacy. The second bedroom includes a full bed and easy access to the hallway bathroom, which features a shower and tub combination. With the additional queen sleeper sofa in the living room, this condo comfortably accommodates couples, small families, or extended stay guests hosting visitors. Each bedroom is thoughtfully designed to provide a restful and relaxing environment after a day spent enjoying Siesta Key. Room Details • Primary Bedroom: King bed and ensuite bathroom with walk-in shower • Second Bedroom: Full bed • Living Room: Queen sleeper sofa • Hallway Bathroom: Shower and tub combination Harbor Towers Unit 216 includes access to community grilling areas, beautifully maintained grounds, and direct access to the Intracoastal Waterway. The 13-night minimum stay policy creates a peaceful environment ideal for seasonal guests, remote workers, and snowbirds seeking a longer Siesta Key escape. If you are looking for a Siesta Key vacation rental that offers resort style amenities, a prime waterfront location, and the comfort of an extended stay condo, Harbor Towers Unit 216 is the perfect choice. Secure your preferred dates today and start planning your coastal retreat in beautiful Siesta Key.

Harbor Towers Unit 111 - Latitude Adjustment by Tropical Sands Accommodations Latitude Adjustment is a thoughtfully renovated two-bedroom, two-bath waterfront condominium located within the gated Harbor Towers Yacht and Racquet Club on Siesta Key. Just a short walk from the sugar-white sands of the nation’s top-ranked beach, this ground-level retreat offers marina views, modern upgrades, and a location that makes it easy to park the car and enjoy island life on foot or by trolley. Highlights • Short walk to Siesta Key Beach • 2 Bedrooms / 2 Bathrooms • King bed in both bedrooms • 13-night minimum stay community • Marina views from a spacious private patio • Ground-level outdoor living space • Fully equipped kitchen • High-speed internet and smart TVs • Gated waterfront community • Two heated pools and three Har-Tru tennis courts • Fitness center, sauna, and marina access Latitude Adjustment offers direct access to Harbor Towers’ resort-style amenities, making it easy to enjoy both relaxation and recreation during your stay. The community features two heated swimming pools, including a smaller dipping pool, three Har-Tru tennis courts, and a 40-slip marina along the Intracoastal Waterway. Guests also enjoy a newly updated fitness center with sauna, a kayak launch, waterfront gazebo, grilling areas, and a glass-walled social room, all set among lush tropical landscaping and iconic water features. The open great room serves as the heart of the home, featuring 10-foot wood ceilings, abundant natural light, and comfortable seating anchored by a 60-inch flat-screen television. This inviting space flows seamlessly into a fully equipped kitchen with stainless steel appliances, granite countertops, and under-cabinet lighting, offering both style and functionality for preparing meals and gathering together. The primary suite is spacious and professionally decorated, featuring a king bed, wall-mounted flat-screen TV, built-in closet cabinetry, and an ensuite bathroom with a large walk-in shower. The guest bedroom continues the coastal theme with nautical-inspired decor, a king bed, and its own flat-screen TV. The second full bathroom is conveniently located nearby for guest use. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower • Guest Bedroom: King bed Perfectly positioned near the beach, dining, and island transportation, Latitude Adjustment at Harbor Towers by Tropical Sands Accommodations invites you to slow down and settle into island time. Spend your days lounging by the pools, watching boats drift through the marina, or exploring all that Siesta Key has to offer, then return to a comfortable waterfront retreat designed for extended stays. Book your stay and experience the ease of resort-style coastal living.

Harbor Towers Unit 312 by Tropical Sands Accommodations Harbor Towers Unit 312 is a freshly remodeled one-bedroom, one-bath condominium offering marina views and modern upgrades throughout within the Harbor Towers Yacht and Racquet Club. This bright residence features new furnishings, flexible sleeping accommodations, and a comfortable layout ideal for an extended Siesta Key stay. Highlights • 13-night minimum stay • 1 Bedroom / 1 Bathroom • Sleeps up to 4 guests • King bed and Sleeper sofa • Marina views • Freshly remodeled interior • New furniture and vinyl flooring throughout • Fully equipped kitchen with stainless steel appliances • Laundry room located directly across the hall • Gated waterfront community • Two heated pools and three Har-Tru tennis courts Guests at Unit 312 enjoy access to Harbor Towers’ resort style amenities, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina along the Intracoastal Waterway. Fitness and sauna facilities, shared grilling areas, and scenic waterfront seating throughout the community create a relaxed island atmosphere designed for longer stays. The condo offers a comfortable and efficient floor plan designed for relaxation and ease. The living area features a cozy sectional, a flat-screen TV with HD cable, and a sleeper sofa, allowing the space to accommodate additional guests. The living area flows into a fully equipped kitchen with granite countertops, new stainless steel appliances, and a coffee machine, making it easy to prepare meals during your stay. A dining table for four provides a welcoming space for meals and gatherings. The primary bedroom features a brand new king mattress, ample closet and dresser storage, and a flat-screen TV with HD cable. The bathroom includes a walk-in shower with a built-in Bluetooth speaker, adding a unique and modern touch to the space. Bed linens and bath towels are provided for guest convenience. Room Details • Primary Bedroom: King bed • Living Area: Sleeper sofa With its fresh renovations, marina views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 312 by Tropical Sands Accommodations is a welcoming retreat on Siesta Key. Enjoy morning coffee overlooking the marina, take advantage of the nearby trolley stop, and settle into the easy rhythm of island living. Book your extended stay and make this your coastal home away from home.

Harbor Towers Unit 424 by Tropical Sands Accommodations Harbor Towers Unit 424 is a fourth-floor one-bedroom, one-bath condominium offering partial Gulf views, lush landscape scenery, and sunset facing outdoor space within the Harbor Towers Yacht and Racquet Club. Recently renovated throughout, this inviting residence combines modern updates with a relaxed coastal setting ideal for an extended Siesta Key stay. Highlights • 13-night minimum stay • 1 Bedroom / 1 Bathroom • Sleeps up to 4 guests • King bed and Queen sofa sleeper • Fourth-floor residence with partial Gulf views • Private balcony off the living room and bedroom • Fully renovated interior • Fully equipped kitchen • Cable television and high-speed WiFi • Gated waterfront community • Two heated pools and three Har-Tru tennis courts Guests at Unit 424 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. Additional shared features include fitness and sauna facilities, grilling areas, a waterfront gazebo, and scenic seawall seating overlooking the marina and landscaped grounds. The condo features a fresh, updated interior with new flooring, ceiling fans, and paint throughout. The living area opens to a private balcony shared with the bedroom, creating an ideal spot to enjoy afternoon cocktails and sunset views. The space flows seamlessly into a fully equipped kitchen with upgraded finishes, making it easy to prepare meals during your stay. Cable television and high-speed WiFi are available throughout the unit. The primary bedroom features a king bed with new linens and direct access to the balcony. The bathroom has been fully renovated and includes a walk-in shower, offering a clean and modern retreat after a day at the beach. A pull-out sofa in the living area provides additional sleeping flexibility. Towels and linens are provided for guest convenience. Room Details • Primary Bedroom: King bed • Living Area: Queen sofa sleeper With its sunset facing balcony, updated interior, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 424 by Tropical Sands Accommodations offers a peaceful and comfortable Siesta Key escape. Relax by the pool, enjoy the Gulf breezes, and settle into the easy rhythm of island living. Book your extended stay and make this coastal retreat your home away from home.

Harbor Towers 420 by Tropical Sands Accommodations Experience the perfect Gulf Coast getaway at Harbor Towers 420, a charming bayfront condo ideally located just a short walk from Siesta Key Beach. This bright and inviting two-bedroom, two-bathroom residence offers stunning views of Siesta Key Beach and the Intracoastal Waterway. With access to two heated pools, tennis courts, a fitness center, and a marina, this condo is perfect for families or small groups seeking relaxation and outdoor fun in the heart of Siesta Key. Just a short walk or trolley ride to Siesta Key Village provides easy access to shopping, dining, and local attractions to explore throughout your stay! Highlights • 7-minute walk to Siesta Key Beach • 2 Bedroom / 2 Bathroom • 1 King, 1 Queen • Beach chairs (4) and cart included  • Two heated community pools   • Tennis courts and fitness center • Shared grilling area • Marina onsite for boat rentals or water adventures  • 1 Parking spot  • Short stroll to Siesta Key Village for shopping and dining  • 13-night minimum stay community Enjoy resort style living with access to two heated pools, tennis courts, a fitness center, and a marina. The outdoor grilling patio makes hosting barbecues effortless, while the scenic water views support a relaxing vacation atmosphere. Inside, the bright living space with comfortable furnishings provides a peaceful retreat after exploring Siesta Key’s sandy shores a short stroll away. The open concept living area offers a welcoming space with plush seating, a large flat screen TV, and tropical decor. The fully equipped kitchen features all essentials for cooking meals or preparing snacks, connecting seamlessly to a cozy dining area ideal for family gatherings. Large windows and sliding doors extend to the screened balcony overlooking the water and pools, blending indoor comfort with outdoor ambiance. The primary bedroom features a king-sized bed and an ensuite bathroom with a walk-in shower, creating a luxurious master retreat. The second bedroom offers a queen-sized bed with its own ensuite bathroom with a walk-in shower. Each bedroom is a calming ocean inspired space, ensuring restful nights after days filled with sun and fun. Room Details • Primary Bedroom: King bed, ensuite with walk-in shower  • Second Bedroom: Queen bed, ensuite with walk-in shower Guests enjoy a shared coin laundry facility, access to the pools, tennis courts, fitness center, and a scenic water setting. The marina provides easy access for boat rentals or watercraft adventures. Located just minutes from Siesta Key Beach and village attractions, Harbor Towers 420 offers a perfect blend of relaxation and activity to create a memorable Gulf Coast escape. Book your stay at Harbor Towers 420 today and immerse yourself in the sun, sand, and serenity of Siesta Key. Relax by the pools, explore nearby beaches, or discover local shopping and dining in Siesta Key Village. Whether on a family vacation, romantic retreat, or small group getaway, this condo provides everything needed for an unforgettable Gulf Coast experience. Reserve your dates now and start your island adventure! - This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. This property does not allow pets of any kind. 1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Harbor Towers Unit 624 by Tropical Sands Accommodations Harbor Towers Unit 624 is a freshly upgraded one-bedroom, one-bath condominium offering beautiful Gulf views and unforgettable sunset scenery within the Harbor Towers Yacht and Racquet Club. Thoughtfully remodeled and well appointed, this residence provides a comfortable and flexible layout ideal for an extended Siesta Key stay. Highlights • 13-night minimum stay • 1 Bedroom / 1 Bathroom • Sleeps up to 5 guests • King bed, Queen and Twin pull-out beds • Gulf and sunset views • Fully remodeled interior • Large screened lanai with outdoor seating • Fully equipped kitchen with updated appliances • Tile flooring throughout • Assigned parking space • Gated waterfront community • Two heated pools and three Har-Tru tennis courts Guests at Unit 624 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. Additional shared features include multiple gas grilling areas with covered seating, a fitness center, a social room with a full kitchen and pool table, a waterfront gazebo, and scenic seawall seating throughout the community. The living space is bright and inviting, featuring a flat-screen TV, cable service, and stunning Gulf views. The open layout flows seamlessly into a fully equipped kitchen featuring upgraded appliances, a Keurig coffee maker, and ample dining space with seating for up to six. Tile flooring throughout the condo enhances the clean, coastal feel, while blackout curtains and additional linens add comfort for longer stays. The primary bedroom features a king memory foam bed, generous closet and drawer storage, a flat-screen TV, and gorgeous Gulf views. The bathroom has been fully upgraded and includes a walk-in shower, along with bath and beach towels provided for guest convenience. Additional sleeping options in the living area include queen and twin memory foam pull-out beds. Room Details • Primary Bedroom: King bed • Living Area: Queen and Twin pull-out beds With its sunset facing views, screened lanai, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 624 by Tropical Sands Accommodations offers a relaxed and memorable way to experience island living. Enjoy evenings on the lanai, days by the pool or beach, and the ease of Siesta Key at your doorstep. Book your extended stay and make this coastal retreat your home away from home.

Private Beach House by Siesta Key Luxury Rental Properties Welcome to Private Beach House, a two-bedroom, two and a half bath coastal townhome designed for effortless island living. Located along Midnight Pass Road, this beautifully appointed retreat offers private beach access just a short walk from Siesta Key Beach and is moments from the dining and shopping. With island inspired interiors, access to resort style community amenities, and thoughtfully designed living spaces, this home is ideal for couples, small families, or friends seeking an elevated Siesta Key vacation rental with comfort and convenience at the forefront. One designated parking space is included. Highlights • 2-minute walk to Siesta Key Beach with private beach access • 2 Bedrooms / 2.5 Bathrooms •1 King, 1 Full-over-Full bunk bed with Twin trundle, 1 Queen sleeper sofa • Heated community pool • Shared shuffleboard court • Shared BBQ area • Outdoor dining and seating • Beach chairs provided • In-unit washer and dryer • 1 parking space Guests at Private Beach House enjoy a relaxed resort style experience with access to a heated community pool, sun loungers, and shared outdoor gathering areas perfect for unwinding after a day by the Gulf. The private beach access allows you to enjoy the world famous sand of Siesta Key Beach with ease, whether you’re heading out for a sunrise stroll or a sunset along the shoreline. Outdoor seating and a shared BBQ area create inviting spaces to connect with fellow travelers while embracing the laid back rhythm of island life. The ground floor features a bright, open concept living area styled with modern coastal decor and breezy finishes. The comfortable seating area includes a sofa, accent armchairs, and a TV, creating a welcoming space to relax after beach days. The fully equipped kitchen offers stainless steel appliances, cookware, utensils, and ample counter space, making it easy to prepare everything from quick breakfasts to relaxed island dinners. The dining areas provide flexible seating for meals or casual gatherings. A convenient half bathroom and in-unit washer and dryer complete the main level. Upstairs, both bedrooms are designed with comfort and tranquility in mind. The primary bedroom features a king bed, fresh linens, a TV, and an ensuite bathroom with a walk-in shower, offering a serene retreat at the end of the day. The second bedroom is ideal for families, featuring a full-over-full bunk bed with a twin trundle and easy access to the hall bathroom, also equipped with a walk-in shower. A queen sleeper sofa in the living room provides additional sleeping accommodations when needed. Room Details • Primary Bedroom, second floor: King bed, ensuite bathroom with walk-in shower • Second Bedroom, second floor: Full-over-Full bunk bed with Twin trundle • Living Room: Queen sleeper sofa This home participates in the Professional Linen Program, ensuring high quality linens and towels are professionally laundered for every guest. The property is non-pet friendly and allows parking for one vehicle only. Located near Siesta Key Village and close to Sarasota attractions, this townhome places you near local favorites such as restaurants, boutiques, and island entertainment while maintaining a peaceful residential setting. Whether you’re planning a family beach getaway or a relaxed coastal escape, Private Beach House by Siesta Key Luxury Rental Properties offers the perfect blend of comfort, location, and island style luxury. Enjoy private beach access, resort-style amenities, and effortless coastal living just minutes from Siesta Key’s most loved attractions. Book your stay today and experience the best of Siesta Key!

Peppertree Penthouse #803 by Tropical Sands Accommodations Welcome to Peppertree Penthouse #803, a spacious 2-bedroom, 2-bath Siesta Key condo with breathtaking Gulf views, private beach access, and a spacious enclosed lanai perfect for sunset dining. Located within the highly desirable Peppertree community on Siesta Key Beach, this home provides unbeatable access to the island’s famous soft white sand and a full suite of resort style amenities including two pools, a community gym, and tennis and pickleball courts. Highlights • Located on Siesta Key Beach (private beach access) • 2 Bedrooms / 2 Bathrooms • 1 King, 2 Twins, 1 Sleeper Sofa • 2 Community Pools • Community gym •Tennis and Pickleball Courts • Private Lanai • Washer and Dryer • 1 Parking spot Peppertree guests enjoy exclusive access to a private stretch of Siesta Key Beach, complete with beach chairs for relaxing in the Florida sunshine. The community features two sparkling pools, a gym with a sauna, a fishing pier, BBQ grills, and both tennis and pickleball courts. Whether you’re lounging by the pool, playing a match with friends, or catching sunset on the sand, the amenities here offer something for everyone. Inside, the penthouse welcomes you with warm coastal decor and a relaxing living area with plush recliners and a large TV. The fully equipped kitchen features stainless steel appliances, essential cookware, granite countertops, and a breakfast bar with seating for three. A separate dining space comfortably seats four, creating the perfect setting for enjoying home cooked meals. Just beyond the living room, the spacious enclosed lanai serves as an additional living space, complete with a dining table, cozy seating, and panoramic views of Siesta Key Beach. Perfect for morning coffee or relaxed evenings indoors. The primary bedroom includes a King bed, beautiful Gulf facing views, a brand new TV, and an ensuite bathroom with a double vanity and a shower and tub combination. The second bedroom offers two Twin beds, a designated workspace, and an updated ensuite bathroom with a walk-in shower. For additional sleeping space, the enclosed lanai features a Queen sleeper sofa. A washer and dryer are provided for guest convenience. Room Details -Primary Bedroom: King bed, Gulf views, ensuite bathroom with double vanity plus shower/tub combo -Second Bedroom: Two Twin beds, workspace, ensuite bathroom with walk-in shower -Lanai: Queen Sleeper Sofa The star of this home is the large enclosed lanai offering panoramic Siesta Key Beach and Gulf views. Furnished with comfortable seating, wicker armchairs, and a dining table, it’s a peaceful retreat for reading, morning coffee, or evening wine while watching the sky change colors. Peppertree’s ideal location places you near Siesta Key Beach, local bike rentals, casual dining, and island activities. With panoramic Gulf views, private beach access, and a full suite of community amenities, Peppertree Penthouse #803 by Tropical Sands Accommodations is the perfect Siesta Key escape for guests seeking relaxation, comfort, and island charm. Book your stay today and experience Siesta Key’s beautiful shoreline from your own penthouse retreat! - No pets are allowed in this home. This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. 1 designated parking pass can be obtained at the office and there is plenty of guest parking. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Welcomes You to Bay Oaks #E44! King/Queen/SleeperSofa Relax on the pier as you watch the beautiful sunrise over the bay of this waterfront resort that is nestled between the bay and the gulf. Bay Oaks is centrally located on Siesta Key and close to dining, shopping, nightlife, and breathtaking views of America’s #1 beach! Feel the powdery white, quartz sand between your toes as you enjoy the sights and sounds of the Gulf of Mexico. For your convenience, Siesta Key offers a free trolley for those that don’t want to walk or drive on the island, and has a stop right in front of the resort. This 2 bedroom, 2 bathroom condo non-smoking unit has an open floor plan and is nicely furnished with coastal decor. It comfortably sleeps 6 with 1 king bed in the master and 1 queen and 1 set of twin bunk beds in the second bedroom. In addition, the sofa has a pullout queen bed. There is a full kitchen with all the essentials for your use and it even has a washer and dryer in the unit. There are beach towels, beach chairs, umbrellas, fishing rods, tennis rackets, and other outside toys for renters to use located in a private storage off the balcony. Relaxing on this comfortable screened-in balcony overlooking the pool, is a great way to start or end your day. Amenities Elevator Heated Pool Tennis & Pickle Ball Court Screened Lanai No Pets Covered Parking Spot Cable Fishing Pier Pool Table in Club House Safety Features Deadbolt Lock Smoke Detector Fire Extinguisher Exterior Lighting General Cable Under Towels provided add- Beach, Bath, Kitchen Iron and Board Hair Dryer Kitchen Full kitchen including Dishwasher Coffee Maker Blender Toaster Dishes/Utensils Microwave Entertainment TV- 3 Total, Guest Bed has a Smart TV Cable DVD Player with Movies Games- Board Games and Cards Pool Table- In Club House Outside Private Screened Balcony/Lanai Beach Chairs, Umbrellas, Noodles, Beach Toys Tennis Racquets Fishing Poles Beach Towels Location Near the Ocean Pool View Siesta Sol is a great place for couples or the family. Come and claim your own piece of paradise in this comfortable condo, located in a beautiful tranquil resort, on the gorgeous island of Siesta Key! Keywords: Siesta Key Rental, Condo Rental Siesta Key, Vacation Rental Siesta Key, Florida

Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, located in the beautiful private community of Polynesian Gardens, on the tropical barrier island of Siesta Key, Fl. The peaceful tranquility of Siesta Villa Laughing Gull is the perfect place to call home while relaxing & renewing on Siesta Key. Siesta Villa Laughing Gull is equipped with the modern convenience of home including a pull out sofa for additional guests, wireless High-Speed Internet, HD TV’s and an outdoor smoker/gill. The Master Bedroom features a King size bed, a half-bath en-suite, and an attached screened in private lanai, perfect for reading or enjoying the afternoon rain showers. The guest bedroom features one queen bed, stylish décor, and a large closet, perfect for additional guests or children. Polynesian Gardens is a quiet community which features shady streets, a large well-kept pool, clubhouse, and private dock. Siesta Villa Laughing Gull is steps away from the Private Polynesian Gardens Dock, allowing easy access for you to spend the day fishing or watching the sunset. Siesta Villa Laughing Gull is a short walk to the beach, and all supplies needed for the perfect beach day are provided. The Crescent Beach Access is one-half of a mile south, and Siesta Beach is just under a mile north of the Siesta Villa Laughing Gull. The white sand beach shoreline connects the beaches from Point of Rocks to the Siesta Beach Pavilion, and then all the way to the Siesta Village. ​​​​​​​ The large heated pool for the Polynesian Garden residents and guests is steps away and provides the perfect setting for swimming and relaxing. The pool is surrounded by majestic oak trees which provides additional shade when needed and the tranquility of a peaceful setting. Amenities Large Heated Community Pool 1 King Bed 1 Queen Bed Private enclosed Lanai Smart TV Bedroom TV’s Washer & Dryer Fully Stocked Kitchen Charcoal/Smoker Outdoor Grill Beach Supplies: Chairs, Umbrellas, Coolers, Carts & Toys Extra Bedding Extra Towels What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. **Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking. **Reservations During the months of Jan-March must be for the beginning of the month to the end. Reservations that do not meet this time requirement may be canceled. FAQ Q. How far away is the property from the closest beach access? A. Polynesian Gardens is roughly 1/2 mile down the road from the closest beach access #12, located at the intersection of Midnight Pass Rd and Stickney Point Rd. Q. How far away is the Siesta Key Village? A. The Siesta Key Village is roughly 2 miles from Polynesian Gardens. The best way to reach the village is either by bike or the free Siesta Key Trolley. Q. Are there beach supplies included at the property? A. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.

The Property Find your escape on Siesta Key at Siesta Garden Villa. Siesta Garden Villa is a private stand-alone single story 2 Bedroom, 2 Bathroom villa located in the center of Siesta Key in the private Siesta Key neighborhood of Polynesian Gardens. Recently Remodeled and Exquisitely decorated with high end furnishings, supplies, and amenities. Featuring 1400 sqft of air-conditioned living space, large living spaces, spacious bedrooms, and well-manicured exterior landscaping. Siesta Garden Villa provides you with all the luxuries and comforts you will need for the perfect beach getaway. Amenities Large Heated Community Pool Private Backyard Smart TV Bedroom Tv’s King Bed Washer & Dryer Fully Stocked Kitchen Propane Outdoor Grill Beach Supplies: Chairs, Umbrellas, Coolers, Carts & Toys Extra Bedding Extra Towels Location Polynesian Gardens is a quiet community which features shady streets, a large well-kept pool, clubhouse, and private dock. Siesta Garden Villa is steps away from the Private Polynesian Gardens Dock, allowing easy access for you to spend the day fishing or watching the sunset. Siesta Garden Villa is a short walk to the beach, and all supplies needed for the perfect beach day are provided. The Crescent Beach Access is one-half of a mile south, and Siesta Beach is just under a mile north of the Siesta Garden Villa. The white sand beach shoreline connects the beaches from Point of Rocks to the Siesta Beach Pavilion, and then all the way to the Siesta Village. What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. **Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking. **Your inquiry on our property will be responded directly to your personal email. Please keep a look out for our response so we may best service your request. ****Reservations During the months of Jan-March must be for the beginning of the month to the end. Reservations that do not meet this time requirement may be canceled. FAQ How far away is the property from the closest beach access? Polynesian Gardens is roughly 1/2 mile down the road from the closest beach access #12, located at the intersection of Midnight Pass Rd and Stickney Point Rd. How far away is the Siesta Key Village? The Siesta Key Village is roughly 2 miles from Polynesian Gardens. The best way to reach the village is either by bike or the free Siesta Key Trolley. Are there beach supplies included at the property? Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.

The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesian Gardens on Siesta Key. Villa Coralline has been designed & decorated as an upscale beach cottage featuring two bedrooms, one with a King bed and the second with two twins. The villa’s tropical beach theme is displayed throughout the home offering a true connection between the Siesta Key atmosphere and the comforts of home. Enjoy the private outdoor space provided in the backyard as well as the large heated community pool for Polynesian Garden residents and guests. Amenities Large Heated Community Pool Private Backyard Smart TV Bedroom Tv’s King Bed Washer & Dryer Fully Stocked Kitchen Charcoal/Smoker Outdoor Grill Beach Supplies: Chairs, Umbrellas, Coolers, Carts & Toys Extra Bedding Extra Towels Location Polynesian Gardens is a quiet community which features shady streets, a large well-kept pool, clubhouse, and private dock. Siesta Villa Coralline is steps away from the Private Polynesian Gardens Dock, allowing easy access for you to spend the day fishing or watching the sunset. Villa Carolline is a short walk to the beach, and all supplies needed for the perfect beach day are provided. The Crescent Beach Access is one-half of a mile south, and Siesta Beach is just under a mile north of the Villa Carolline. The white sand beach shoreline connects the beaches from Point of Rocks to the Siesta Beach Pavilion, and then all the way to the Siesta Village. What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. ***Reservations During the months of Jan-March must be for the beginning of the month to the end. Reservations that do not meet this time requirement may be canceled. **Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking. FAQ Q. How far away is the property from the closest beach access? A. Polynesian Gardens is roughly 1/2 mile down the road from the closest beach access #12, located at the intersection of Midnight Pass Rd and Stickney Point Rd. Q. How far away is the Siesta Key Village? A. The Siesta Key Village is roughly 2 miles from Polynesian Gardens. The best way to reach the village is either by bike or the free Siesta Key Trolley. Q. Are the beach supplies included at the property? A. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach.

Serene Siesta Key Villa in Polynesian Gardens Escape to this charming 3-bedroom, 2-bathroom villa nestled in the lush and tranquil Polynesian Gardens neighborhood on Siesta Key. Perfectly designed for relaxation and comfort, this tropical retreat offers the best of coastal living, with thoughtfully curated spaces both indoors and outdoors. Inside the Villa: Spacious Living Room: Unwind in the airy and inviting living area featuring plush leather seating, a cozy reading nook, and sliding glass doors leading to a screened-in lanai. The custom entertainment center adds warmth and elegance to the space. Gourmet Kitchen: Cook up your favorite meals in the modern, fully stocked kitchen with stainless steel appliances, an oversized island, and charming pendant lighting. A walk-in pantry provides ample storage space for all your essentials. Dining Area: Enjoy family meals in the beautifully appointed dining room with large windows and soft natural lighting that enhances the serene ambiance. Bedrooms: Master Bedroom: Luxurious king bed, private ensuite bathroom, and direct access to the backyard patio. Second Bedroom: Queen bed with charming décor and natural light. Third Bedroom: Two twin beds with vibrant, cheerful bedding perfect for kids or additional guests. Outdoor Spaces: Private Backyard Patio: This tropical oasis features lush landscaping, cozy seating, and ample privacy for enjoying quiet mornings or starry evenings. Screened-In Lanai: Overlooking the tree-lined street, this space is ideal for sipping morning coffee or winding down after a day of exploring Siesta Key. Community Amenities: Large Heated Pool: Take a refreshing dip in the community pool surrounded by tropical greenery. Intercoastal Dock: Watch the boats pass by or cast a line from the dock for a peaceful escape. Charming Neighborhood: Stroll through the quiet, tree-lined streets of this old Siesta Key neighborhood, filled with charm and character. Perfectly Located: Just a ½ mile walk to Beach Access #10, you’ll enjoy the powdery white sands and turquoise waters of Siesta Key Beach. Explore nearby restaurants, boutique shops, and vibrant nightlife in Siesta Key Village, all within minutes of your doorstep. Whether you’re seeking a relaxing retreat or a fun-filled family vacation, this villa offers the perfect balance of comfort, style, and location. Book your stay today and create unforgettable memories in the heart of Siesta Key! What’s provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner.

Changing Channels by Siesta Key Luxury Rental Properties Welcome to Changing Channels, your perfect vacation retreat, great for families and friends seeking relaxation and adventure in stunning Siesta Key! This beautiful multi-level home boasts four bedrooms, four bathrooms, and a shared heated pool. With its prime location just minutes from the beach, this property is designed to provide an unforgettable luxury experience. Highlights • 2-minute walk to Siesta Key Beach • 4 Bedroom / 4 Bathroom • 1 King, 4 Queen beds • Shared heated pool • Gas grill • Beach chairs • Close proximity to vibrant Siesta Key Village • Washer and dryer • 2 Parking spaces Unwind at Changing Channels in the shared backyard oasis, where a luxurious pool is surrounded by ample lounge space perfect for soaking up the Florida sunshine. Enjoy a relaxed and comfortable setting, ideal for quiet afternoons poolside and making the most of Siesta Key’s beautiful weather. The main living floor features a modern and inviting atmosphere, with a cozy seating area and a flat-screen TV, ideal for family gatherings. The exquisite dining room table provides a lovely space for shared meals, and the fully equipped kitchen, with top-of-the-line appliances and a large island, is sure to delight any chef. Step out onto your private deck for outdoor dining with a view. The primary bedroom creates a serene escape, designed in warm, neutral tones with a king bed, comfortable seating area, and spacious walk-in closet. Its luxurious ensuite bathroom features dual vanities, a separate soaking tub, and a walk-in shower. The three guest bedrooms offer queen-sized beds, ample closet space, and ensuite bathrooms for added convenience and privacy. One guest room features rooftop access, complete with a wet bar and wine fridge, enhancing your entertainment options. Room Details • Primary Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower • Second Bedroom: Queen bed, ensuite bathroom with walk-in shower • Third Bedroom: Queen bed, ensuite bathroom with walk-in shower • Fourth Bedroom: Two queen beds, rooftop access, ensuite bathroom with shower/tub Enjoy the convenience of in home washer and dryer, an iron and ironing board, parking, and a serene, shared backyard perfect for relaxation and family fun. Changing Channels is your gateway to the ultimate Siesta Key experience, just steps away from pristine beaches and the lively Siesta Key Village. Book your stay with Siesta Key Luxury Rental Properties today and prepare for a memorable escape filled with sun, sand, and luxury! - This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell surveilling the exterior public approach areas. This property does not allow pets of any kind. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.