Vacation Rentals By Owner In Siesta Key, FL

Crystal Sands #609 has been totally renovated and tastefully decorated with a king in the master and two queen size beds in the Guest bedroom. The view from this sixth floor unit is perfect; not too low and not too high. Beautiful Gulf of Mexico views with sunsets year round from the screened lanai that is accessible from the living room and both bedrooms.brbrOur Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!brbrIf you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the best beachfront views on the island!

Apartment

Crystal Sands Tower Unit 609 - Beachfront

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1512.33

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked #1 in the U.S. #4 globally and is one of the best travel destinations in 2025. Siesta Key, a barrier island off the coast of Sarasota, in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village views and merely feet from both, we are confident that this vacation rental is one of the best in all of Siesta Key.brbrSiesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, 6 full-bathrooms, & 2 half-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.brbrThis rental is perfect for family and friend gatherings and can accommodate up to 16 guests (14-adults & 2-children max). With 4 levels, an elevator between levels 1 to 3, each level has unique amenities as described below:br brLevel-1: Private heated pool, hot tub, two HDTVs, a gas grill, Traeger smoker, ping-pong table, putting green, privacy shrubbery, a refrigerator/freezer, and parking for 5 vehicles.brLevel-2: Four bedrooms with full bathrooms attached to each, three of the bedrooms have king size beds and direct walk-out balcony access, the fourth bedroom has 4 bunk-beds with a HDTV in each bunk. There is a wet bar with a sink, dishwasher and a beverage fridge. HDTVs are in every bedroom, plus the living room. An attached balcony with beach views looks over the private backyard, and the common area has a half bathroom.brLevel-3: 10-person dining table, 6-person island are inside, and a 6-person dining table is on the balcony. The kitchen has premium appliances that include a wolf range, fridge/freezer, ice-maker, dishwasher, microwave, Keurig and a drip coffee maker. The living room has a large window with views of the beach and ocean. HDTVs are in the living room and both bedrooms. The two bedrooms have attached full-bathrooms, king beds, and walk-out access to the balcony that present views of the beach, Gulf of Mexico, and the Siesta Key Village. There is also a half-bath attached to the kitchen area.brLevel-4: A spiral staircase from the 3-level balcony to the roof presents a sun-deck. The sun-deck has views of the beach, Gulf of Mexico, and the Siesta Key Village. Yoga equipment, sun loungers, a spotting telescope will give guests a one of a kind experience.brbrSiesta Key Dreams is happy to provide free-high-speed internet via WiFi, and DirecTV Stream’s premium channel package which includes live-sports, movies, DVR, and an extensive channel list. We provide a beach-load-out, that includes: beach chairs, beach umbrella, beach blanket, a cart, cooler, and beach towels.brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach (400ft) and the Siesta Key Village (400 ft). A 2-minute walk to the Siesta Key Village which has fine dining, cafes, ice-cream, bars, shops, a market, and everything in between.brbrIf you’re looking to soak up the sun and clear waters, a 2-minute walk to Sarasota Beach via beach access point #4 allows you to go back and forth to the beach with ease. In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. brbrWe recognize that parking can be difficult to locate, which is why our rentals come with FIVE private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives in the Siesta Key area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods. To prepare for the numerous beach trips, we provide you with beach towels, beach chairs, beach umbrellas, beach blankets, coolers and carts to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors all on site! brbrShortly after you secure your vacation rental, you will receive a link where you can book local experiences provided by vendors throughout the island. For an additional charge, Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrSiesta Key Dreams also offers baggage drop-off prior to your check-in time.brbrLeading up to the check-in date, guests are supported via email & SMS.brbrBefore you check-in, just after you book the reservation, we send a link that allows you to acknowledge the House Rules/Rental Agreement, a request for your ID, photo and information for the guest verification process. This allows us to provide a safe location for our guests, neighbors, and employees.brbrPayments: 50% at the time of the booking & 50% within 7 days of check-inbrCheck Out: 10AM Check In: 3pmbrQuiet Hours: 12pm - 7AM brNo smokingbrLarge Gatherings (defined as 1.5x Guest Occupancy): Require approval from Siesta Key DreamsbrPets: No pets allowedbrParking: 5 vehiclesbrAdditional Details: After booking, see the Vacation Rental Agreement for all details

400ft to Beach, Ocean View, Pool, Rooftop, in the Siesta Key Village, 6-bdr

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$197.8

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Ocean View Escape at Harbor Towers - Experience Our Newly Updated Beachside Getaway brbr brbrExperience the ultimate coastal retreat in this freshly renovated 2-bedroom, 2-bathroom sanctuary. Every inch of this condo has been thoughtfully redesigned to embrace a bright, airy, modern, beachy vibe. From the coastal decor to the sun-drenched interiors, this beautiful condo offers a high-end, professionally themed atmosphere that feels like your own private oasis on Siesta Key. brbr brbrPROPERTY FEATURES: brbr- The heart of this condo is the spacious, screened-in lanai. Overlooking the sparkling Gulf waters, it’s perfectly furnished with a table and chairs. Ideal for morning coffee or that sunset drink - all while overlooking the #1 Beach in the USA! brbr- Complete 2026 Renovation: Modern upgrades throughout almost the entire unit. brbr- Beachy Vibes: Crisp white palettes, natural textures, and elegant coastal styling. brbr- Spacious Layout: 1,100+ sq. ft. of pristine living space. brbr- Convenience: Brand new in-unit washer/dryer and dedicated high-speed Wi-Fi. brbr- 1 assigned on-site parking brbr brbrLOCATION HIGHLIGHTS: brbr- Located in the prestigious Harbor Towers Yacht & Racquet Club, you are just minutes from the powdery white sands of Siesta Key Beach. brbr- Short bike ride or walk to Siesta Key Beach, voted #1 in America brbr- Easy trolley access to Siesta Key Village restaurants, shops, and nightlife brbr- Resort-style gated community with sunrise and sunset views over the water brbr- Two heated pools and three clay tennis courts brbr- Clubhouse with grilling station, sauna, and state-of-the-art fitness center brbr brbrLIVING ROOM: brbr- Comfortable seating area with large windows showcasing ocean views brbr- Sofa bed for additional guests, big screen TV with cable brbr- Open layout connecting to dining and balcony areas brbr brbrKITCHEN AND DINING: brbr- Fully upgraded, modern kitchen featuring sleek cabinetry and premium appliances. brbr- Includes coffee makers and all the essentials for gourmet meals at home. brbr- Social Layout: The open-concept kitchen flows directly into the dining area (seats 4) and the bright living room. brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: king bed, large walk-in closet, big windows, work table, TV with cable brbr- Master Ensuite bathroom: newly added walk in shower with separate vanity area brbr- Guest Bedroom: queen bed, coastal decor, TV with streaming available brbr- Guest bathroom: tub/shower combo with separate vanity area brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels. brbr brbrLOCAL FAVORITES: brbr- Siesta Key Beach with powdery white sand and turquoise water brbr- Siesta Key Village restaurants, bars, shops, and local entertainment brbr- Trolley rides to the beach and village hotspots brbr brbrIMPORTANT INFO: brbr- No smoking inside the unit or on the balcony brbr- No pets allowed on property or in the unit brbr- Exclusive 14-night minimum stay for extended getaways brbr- Only 1 parking spot. Parking restrictions: no trailers, oversized vehicles, boats, or commercial vehicles. No Motorized Carts or Scooters Allowed brbr brbrFROM SUN-SOAKED MORNINGS TO RELAXING EVENINGS, YOUR PERFECT RETREAT STARTS HERE - BOOK TODAY!brbrPlease note, each unit is only allowed 1 parking spot. brbr brbrStarting June 1st, the complex has scheduled a roof repair. They are expecting to be done in 4-5 weeks (weather permitting). brbrCrane will be up front. Carport repairs will take place starting June 8, 2026. Please use caution around work areas. Thanks for your understanding.brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Beautifully Renovated Ocean View Condo at Harbor Towers | Walk to Beach | Heated Pools & Tennis

Siesta Key, Florida, United States

Bed

Bath

6

Sleeps

$364.66

Experience the vibrant setting of this 2BR 2.5Bath home, ideally situated on the private street with gated beach access. Take in the area's scenic beauty, explore the nearby Siesta Key Village, and discover a vast selection of beach activities and attractions. After a day of exploring, return to our home for a rejuvenating stay.brbr✔ 2 Relaxing Bedroomsbr✔ Cozy Living Areabr✔ Full Kitchenbr✔ Patiobr✔ Smart TVsbr✔ High-Speed Wi-Fibr✔ Community Amenities (Pool, Beach Access, Parking)brbrSee more below!brbrThe spacebrbrThis stylish townhouse, nestled just a few steps from Siesta Key Beach, is the perfect sanctuary for an unforgettable visit to Florida's West Coast. The open-concept living area is where you'll spend most of your time creating lasting memories with your loved ones. Unwind in the vibrant living room or watch a movie while the chefs prepare delicious homemade meals in the fully-equipped kitchen.brbrAfter a full day of exploring and beach hopping, you'll want to rest and rejuvenate for the next day's adventure. We've prepared two comfortable bedrooms to rest and recharge, providing all the comfort you need to continue writing your Florida fairy tale.brbrBut you don't have to leave the comfort of your home to feel the neighborhood's pulse or catch a breath of fresh air. The living room opens to a private patio, a dreamy setting perfect for an early morning coffee or an evening glass of wine.brbrWhether your goal is to explore the picturesque area, spend whole days at the nearby beach, or escape the everyday hustle and bustle, you'll find enough comforts and conveniences in this townhouse to make you never want to leave.brbr★ LIVING ROOM ★brImmerse yourself in the relaxing style and comfort of the living room, where you can watch the latest episode of your favorite TV show, take a break from beach adventures, and more while enjoying the modern living area.brbr✔ Snug Sofa with Pillows (can be converted into an extra Double Bed)br✔ Smart TV with Rokubr✔ Board Gamesbr✔ Lovely Sofa Chairsbr✔ Coffee Tables & Reading Lampsbr✔ High Table with Seating for 3br✔ Access to the Patiobrbr★ KITCHEN & DINING ★brThe living area continues with a fully-equipped kitchen and dining area, perfect for preparing and enjoying meals with your loved ones. The kitchen boasts an upscale contemporary design with spacious countertops and modern amenities, providing everything you need to create delicious dishes. brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Hot Water Kettlebr✔ Refrigerator/Freezer br✔ Dishwasherbr✔ Coffee Makerbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrBegin your day on the right foot by enjoying a delicious breakfast and a cup of coffee at the high table or the patio. And when it's time for lunch or dinner, the dining table provides the perfect setting to gather and enjoy a family meal.brbr✔ Dining Table with Seating for 5brbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS + LIVING AREA ★brTwo bedrooms offer the comforts needed to rest and relax after a fabulous day of soaking up the sun at Siesta Key Beach. Get those precious hours of sleep; tomorrow is a new and exciting day!brbr♛ Master Bedroom: King-Size Bed, Cozy Sofabr♛ Bedroom 2: Queen Size-Bed + Bunk Bed (Twin over Twin)br♛ Living Room: Double Sofa Bedbrbr✔ Premium Pillows, Linens, and Sheetsbr✔ Smart TVsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Night Stands with Reading Lampsbr✔ Full-Size Mirrorsbrbr★ BATHROOM ★brThe townhome features two full bathrooms and a half bath to keep you fresh and rejuvenated. To ensure that you have a comfortable and carefree stay, we have provided essential toiletries and towels in each bathroom.brbr✔ Walk-In Showerbr✔ Bathtub with a Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Hair Dryerbr✔ Essential Toiletriesbrbr★ PATIO ★brIf you want to take in the serenity of the outdoors but don't want to leave the comforts of the home, come to the private patio, a perfect setting for a refreshing drink!brbr✔ Cozy Seating Area with a ParasolbrbrIf you have any questions about our stylish home, please don't hesitate to ask. We'd be happy to assist in any way we can.brbrGuest access brbrThe townhouse is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Smart Lock)br✔ Travel Crib (available through third party company paid for by the guest)br✔ Air Conditioningbr✔ Washer/Dryer + Detergentbr✔ Iron/BoardbrbrThe home is part of an upscale community with private access to the swimming pool area and the gated beach that you can freely use throughout your stay.brbr✔ Swimming Pool with Sun Loungesbr✔ Private Beach Access (Chairs provided by HOA)br✔ Free Parking (One Spot)br**NOTE - Unit comes with one designated parking spot at the back of the unit. In Front of the unit is 24 hour parking only. brbrOther things to notebrbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer additional accommodation in the community and the area. Feel free to browse our profile for a detailed list of fantastic stays.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable to accommodate them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much for your understanding.brbrInteraction with guests brbrWe will be accessible 24/7 for our guests via phone, text, or the VRBO app. brExpect a quick and prompt response. We give our guests space but are available for every inquiry. brbrContact us now so we can begin arranging your perfect vacation!brbrThe neighborhoodbrbrOverviewbrbrThe townhouse is nestled on a private street with a gated beach access point in Siesta Key, a tropical haven on the west coast of Florida that embodies the essence of paradise—known for its powdery white sands, crystal-clear waters, and laid-back atmosphere.brbrSiesta Key is renowned for having some of the most breathtaking beaches in the United States. Siesta Beach, in particular, has earned acclaim for its powdery, quartz-crystal sands, which stay cool even on the warmest days. Sunset at Siesta Beach is a spectacle not to be missed, with hues of orange and pink painting the sky as the sun dips below the horizon.brbrBeyond the beaches, Siesta Key offers a wide range of outdoor activities. Kayak through the calm waters of the mangrove tunnels at South Lido County Park, paddleboarding in the Gulf of Mexico, or embark on a fishing charter to catch your dinner. Nature enthusiasts will appreciate the lush landscapes and wildlife in the nearby Myakka River State Park.brbrSiesta Key Village is the heart of the island's dining, shopping, and entertainment scene. Stroll along quaint streets with boutiques, surf shops, and art galleries. Savor fresh seafood at beachfront restaurants, sip tropical cocktails at vibrant bars, and enjoy live music under the stars.brbrThe warm waters surrounding Siesta Key beckon adventure seekers to explore. Try windsurfing, jet skiing, or parasailing for an adrenaline rush. Scuba diving and snorkeling enthusiasts will be delighted by the vibrant underwater world of the Gulf. For a more leisurely experience, rent a boat, explore the Intracoastal Waterway, or take a dolphin-watching tour.brbrCome and discover the beauty and tranquility of this coastal gem, where every day feels like a beach day in paradise.brbrHere are some places of interest you'll be looking to visit during your stay.brbr✔ Siesta Key Beach (3 min away)br✔ Crescent Beach (3 min away)br✔ PARASAIL SIESTA (4 min away)br✔ Siesta Key Watersports (5 min away)br✔ Siesta Key Village (5 min away)br✔ Marie Selby Botanical Gardens (15 min away)br✔ Sarasota Jungle Gardens (24 min away)br✔ Lido Key Beach (25 min away)br✔ South Lido County Park (25 min away)br✔ Mote Marine Laboratory & Aquarium (25 min away)br✔ St. Petersburg (55 min away)br✔ Tampa (1h 5 min away)br✔ Fort Myers (1h 15 min away)brbr***Distance times are calculated if traveling by car.brbrGetting aroundbrbrIf you arrive by car, you will be happy to know that we offer one free parking spot in the back of the townhouse. However, if you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.brbr✔ Siesta Key Breeze Trolley (stop on top of the street leads you to Siesta Key Village for free)br✔ Taxibr✔ Lyft & UberbrbrIf you are flying in/out of the area, the best way would be at the below airport:brbr✔ Sarasota Bradenton International Airport (25 min away)br

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Siesta Key, Florida, United States

Bed

Bath

8

Sleeps

$312.38

A beautiful 3 bedroom 3 bathroom house situated in a quiet neighborhood in Siesta Key. This ideal location is minutes away from the beautiful beaches of Siesta Key and Siesta Village. Less than a mile to to grocery stores, restaurants, and shopping. The house has WIFI and Roku TV's. Fully stocked kitchen: pots, pans, utensils, new stainless steel appliances, coffee maker, blender, etc.). Large heated pool inside the 2 story lanai. Oversized two stall garage for parking, bikes, pool toys, beach necessities and a game room.

Siesta Key-Walk to the beach, private pool, fire pit

Siesta Key, Florida, United States

3

Bed

Bath

6

Sleeps

$266.12

Gulf and Bay Club E104 by Tropical Sands Accommodations brCondo in Sarasota Florida br brYour perfect beach getaway awaits at Gulf and Bay Club E104! This two-bedroom, two-bath ground-floor condo is just a minute's walk from your private beach paradise! brbrHighlights br• Ground-floor beach condo br• Screened-in lanai with water views br• Washer and dryer in unit br• Less than a 1-minute walk to the beach br• Private Beach Access br• 3 Shared heated pools br• Shared Tennis, pickleball, Racquetball, basketball, and shuffleboard courts br• Shared Fitness Center br• Community electric vehicle chargers br• 1.8 miles to Siesta Key Village brbrEnjoy beachfront living at this fabulous condominium complex with private access to Siesta Key Beach's world-famous white sands. The complex features three heated pools, saunas, a hot tub, courts for tennis, pickleball, racquetball, shuffleboard, a fitness center, and tiki-themed BBQ areas.brbrInside, the condo offers an open living space with a nautical-themed seating area, TV, dining table, and a screened-in lanai with a bistro table. The fully equipped kitchen includes a suite of appliances and a Ninja air fryer. The primary bedroom features a comfortable King bed and an ensuite bathroom with a walk-in shower. The second bedroom, perfect for kids, has two twin beds and access to the hall bath with a shower and tub combination.

Lanai and Beach Acess - Gulf and Bay Club E104

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$269.34

Harbor Towers 417 by Tropical Sands Accommodations br brWelcome 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! brbrHighlights br• Bay Views br• 10-minute walk to Siesta Key Beach br• 2 Bedroom / 2 Bathroom br•13-night minimum stay communitybr• 1 King, 1 Queen, 1 Sleeper sofa br• Private screened-in lanai br• Two heated pools br• Three Community tennis courts and fitness center br• Beach chairs br• Short walk or trolley ride to Siesta Key Village br• Two-week minimum stay br brRelax 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. br brThe 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. br brThe 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. brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom with walk-in shower  br• Second Bedroom: Queen bed br• Living Room: Sleeper sofa br brGuests 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.br brBook 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! br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbr1 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. brbrWe 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. brbrPlease 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.

Beautifully Updated Unit with Bay Views! - Harbor Towers- 417

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$346.01

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

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

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$276.9

Gulf Holiday Unit 3 by Tropical Sands Accommodations brMinimum stay duration of 7 days/nights brbrWelcome to Gulf Holiday Unit 3, your charming first floor retreat just steps from Sunset Pier and a block away from the vibrant Siesta Key Village! This inviting one-bedroom, one-bath condo is perfectly situated for those looking to immerse themselves in the coastal lifestyle. Enjoy the convenience of being moments from the Gulf beaches and within easy walking distance of trendy shops, delightful restaurants, and lively nightly entertainment. brbrHighlights: br• 2-minute walk to beach br• 1 Bedroom / 1 Bathroom br• 1 Queen, 1 sleeper sofa br• First-floor condo unit br• Steps from Sunset Pier br• A block from Siesta Key Village br• Heated community pool br• Shared laundry facility br• 1 Parking space br brAfter a day enjoying the stunning beach, unwind in the seasonally heated community pool, taking in the serene surroundings. The condo’s prime location makes it a perfect base for exploring the local area, ensuring endless opportunities for relaxation and adventure. br brStep into a bright and airy living space that exudes a welcoming ambiance. The open layout features comfortable furnishings that create the ideal environment for unwinding after a fun-filled day at the beach. The well-equipped kitchen provides everything you need for cooking meals during your stay, while the cozy dining area is perfect for enjoying shared meals together. br brThe bedroom offers a tranquil retreat, featuring a comfortable queen-sized bed and ample storage for your belongings. The accompanying ensuite bathroom is conveniently located, ensuring ease of access and comfort. brbrRoom Details: br• Bedroom: Queen bed, closet space, ensuite bathroom br brThis condo includes essential amenities such as a laundry facility for your convenience, making it easy for longer stays and ensuring you can pack lightly. brbrGulf Holiday Unit 3 is the perfect retreat for couples or small families seeking a relaxed coastal escape. With its prime location, welcoming atmosphere, and easy access to the best of Siesta Key with Tropical Sands Accommodations, your unforgettable vacation awaits! Book your stay today and step into your Siesta Key paradise! br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbr1 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. brbrWe 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. brbrPlease 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.

Gulf Holiday Unit 3- Close to Beach and Siesta Key Village!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$350.75

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

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

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$223.84

Excelsior – 102G by Tropical Sands Accommodations br brWelcome to Excelsior – 102G! Experience the perfect blend of relaxation and activity at this exceptional two-bedroom, two-bath Gulf front condo in Siesta Key. Offering direct access to powdery sands and warm Gulf waters, this condo is ideal for those seeking tranquil beach days or active recreation. Located within a vibrant complex, enjoy access to tennis courts, a fitness center, two pools with hot tubs, and convenient grilling and picnic areas, all just steps from the beach and nearby shops! brbrHighlights br• Direct Gulf front location, beach access br• 2 Bedroom / 2 Bathroom br• 1 King, 2 Twin beds br• Balcony br• Two pools with hot tubs br• Tennis courts and fitness center br• Grilling and picnic areas   br• Two-week minimum stay br• Close to South Village local shops, dining, and entertainment br• 1 Covered Parking Space br brEnjoy resort style living with two outdoor pools and hot tubs, tennis courts, and a fully equipped fitness center. Relax on your private balcony or fire up the grills and dine outdoors at the shared picnic area after a day on the beach. Stroll down to the Gulf with private beach access or explore the nearby South Village shopping and dining area. br brThis well appointed condo boasts a bright and airy open floor plan that connects the living room, kitchen, and dining area. The comfortably furnished living space features plush seating and a large TV, ideal for unwinding. The fully equipped kitchen comes with modern appliances and a convenient dining area for casual meals or entertaining friends. br brThe master bedroom provides a peaceful retreat with a king bed, ample closets, and an adjoining bathroom with a walk-in shower. The guest bedroom offers two twin beds, with access to a nearby full bathroom with a shower-tub combo. Each bedroom is designed for comfort, ensuring a restful night after a day of sun and fun. brbrRoom Details br• Master Bedroom: King bed, ensuite with walk-in shower  br• Guest Bedroom: Two twin beds br brGuests enjoy an in unit washer and dryer, shared access to two pools with hot tubs, tennis courts, a fitness center, and outdoor grilling and picnic areas. This condo is perfect for extended beach vacations, offering all the comforts of home in an ideal Gulf Coast setting. br brBook your stay today at this fantastic Gulf front condo and enjoy effortless coastal living. Whether relaxing by the pool, basking on Siesta Key Beach, or exploring local shops and dining, this property provides everything you need for a memorable island retreat. Reserve now and start creating lifelong memories on Siesta Key. br brbr- brThis home is managed by Tropical Sands Accommodations.  brbrThis property does not allow pets of any kind.  brbr1 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.  brbrWe 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.  brbrPlease 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.

Excelsior- 102 G-great Gulf side location! 2 WEEK MIN

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$204.23

Casa Siesta 2 by Tropical Sands Accommodations br brWelcome to Casa Siesta 2, your ideal romantic beach getaway located just minutes from Crescent Beach in the beautiful Siesta Key! This cozy one-bedroom, one-bath condo is designed for couples looking to enjoy a peaceful retreat. With its convenient ground-level access and proximity to attractions, your escape is just a heartbeat away. brbrHighlights br• 6-minute walk to Crescent Beach br• 1 Bedroom / 1 Bath br• 1 King, 1 Sleeper sofa br• Screened-in lanai br• Ground-level condo br• 3-minute walk to trolley stop br• Beach chairs br• Walking distance to local restaurants and the South Village br• One designated parking spot br brRelax in your screened-in lanai that merges indoor comfort with outdoor serenity, enhanced by chic seating options. This space is perfect for sipping morning coffee or enjoying evening conversations under the stars. With beach chairs included, your stay encourages leisurely days in the sun and fun by the waves. br brInside, you’ll discover a cozy seating area equipped with a flat-screen TV, alongside a charming dining table for four. The kitchen invites you to whip up meals during your stay, giving you the flexibility to dine in and enjoy intimate dinners. br brThe primary bedroom features a comfortable king bed, a TV, and a dresser for your belongings. Enjoy easy access to the hall bath, which includes a shower and tub combination, providing both convenience and relaxation after a day by the beach. brbrRoom Details br• Primary Bedroom: King bed br• Living room: Sleeper sofa br brThis ground-level condo not only offers easy access but also the charm of being just steps away from all that Siesta Key has to offer. Make use of the beach chairs provided and enjoy a short stroll to the stunning Crescent Beach. br brEmbark on a romantic beach getaway at Casa Siesta 2 by Tropical Sands Accommodations, where tranquility meets convenience. Book your dream retreat now and let us help you create unforgettable memories by the sea! br brbr- brThis home is managed by Tropical Sands Accommodations. brbrThis property does not allow pets of any kind. brbr1 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. brbrWe 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. brbrPlease 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.

Ground-level Condo near Beach and Shops - Casa Siesta 2

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$275.19

15 SS Cottage by Tropical Sands Accommodations br brWelcome to 15 SS Cottage! Immerse yourself in beachfront living at this beautifully furnished island-style condo, located directly across the street from Siesta Key Beach. Only two blocks from the vibrant Siesta Key Village, this charming one bedroom, one bath home offers a cozy, relaxed vibe with everything you need for an unforgettable getaway, including outdoor dining and patio lounge chairs. Spend your days soaking up Gulf views and your evenings savoring meals at the area’s renowned restaurants, all while creating lasting memories with family and friends! brbrHighlights br• 2-minute walk from Siesta Key Beach br• 1 Bedroom / 1 Bath br• 1 King, 1 Sleeper sofa br• 2-block walk to Siesta Key Village  br• New gas grill  br• Private outdoor patio  br• Pet friendly with host approval br• Beach towels included br• Community laundry facility br• 2 Parking spaces br brEnjoy outdoor living in your private patio equipped with outdoor furniture including a table, chairs, and umbrella for dining, as well as a brand-new gas grill, perfect for evening barbecues or relaxing nights under the stars. Explore the beach and canal, both steps away, or head to the local Siesta Key Village shops, dining and more! br brThe interior cottage offers a warm and inviting space with island inspired decor. The upgraded kitchen includes a large refrigerator, stove, and Keurig coffee maker, great for quick breakfast or casual dinner prep. This space opens to the dining area for intimate meals and outdoor patio access for sunset dinners. The living room with a large LCD TV, sleeper sofa, and wireless internet creates a cozy environment for relaxing or viewing your favorite shows. br brThe primary bedroom features a luxurious king-sized bed and an LCD TV, providing a peaceful retreat. The bathroom is updated with modern fixtures and is easily accessible for relaxing after a day in the sun. The cottage’s design ensures comfort, relaxation, and a true island experience.brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Sleeper sofa br brLocated just steps from Siesta Key Beach access and within two blocks of Siesta Key Village and all it has to offer, including Oyster Bar (SKOB), Daiquiri Deck, and of course, the Broken Egg. This condo offers an unbeatable location for your island retreat. Bring your furry friends and explore the pet friendly policies with a 45-pound weight limit, additional pet fee, and convenient outdoor dining on the private patio great for all to enjoy.br brBook your stay at this charming Siesta Key cottage today and enjoy effortless relaxation in paradise. With prime access to the Gulf’s powdery sands, top-rated dining, and easy walkability, this home promises a memorable vacation experience. Reserve now and leave your worries behind in this perfect island escape. br brbr- brThis home is managed by Tropical Sands Accommodations. brbrWith host approval before check-in, this property accepts pets. Weight restrictions apply. An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrWe 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. brbr2 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.brbrPlease 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.

15 SS Cottage - Close to Beach and Village

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$257.57

1225 Gulf and Bay Bayside by Tropical Sands Accommodations br brWelcome to 1225 Gulf and Bay Bayside! Experience the perfect blend of relaxation and adventure at this beautifully maintained three-level vacation home ideally situated within the Gulf and Bay Club Bayside community. This three-bedroom, two-bath retreat offers resort-style amenities, and a tranquil setting just minutes from Siesta Key Beach. Perfect for families or friends, this inviting property combines comfort, and outdoor recreation for a memorable Gulf Coast escape.br brHighlights br• 6-minute walk to Siesta Key Beach br• 3 Bedroom / 2 Bathroom br• 1 King, 2 Queens br• Desk for remote work br• 2 heated community pools br• Community fitness center  br• Tennis and pickleball courts br• Community Fishing dock br• Shared picnic area and walking path br• Washer and dryer br brThe private outdoor balcony offers a peaceful space to relax or dine, while the tropical decor creates a calming ambiance throughout the home. Enjoy resort style living with two heated pools, a fully equipped fitness center, and access to tennis and pickleball courts. Fish from the community dock or have a seaside picnic at the shaded tables. brbrThe main floor features a cozy seating area, a modern kitchen equipped with all essentials, and a stylish dining table perfect for family meals. Enjoy your favorite drinks at the bar with a drink fridge, then step outside to the screened-in balcony with an additional dining area. The split level design provides privacy with a primary bedroom downstairs and two guest bedrooms upstairs and tropical decor to enhance your comfort. br brThe primary bedroom located on the lower level offers a king bed, privacy, and comfort with a full bathroom featuring a walk-in shower. The upstairs bedrooms each have stylish decor, queen beds, and access to the hall bathroom, providing a restful environment for all family members or guests.brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower  br• Second Bedroom: Queen bed br• Third Bedroom: Queen bed br brGuests enjoy the convenience of a washer and dryer and access to the community pools, dock, tennis, and pickleball courts. Just minutes from Siesta Key Beach, shops, and local restaurants, this community offers everything for an effortless vacation.br brReserve your stay at 1225 Gulf and Bay Bayside today and indulge in a Gulf Coast vacation filled with water adventures, outdoor amenities, and island charm. Book now and start creating memories on Siesta Key! br brbr- brThis home is managed by Tropical Sands Accommodations.  brbrThis property does not allow pets of any kind.  brbr1 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.  brbrWe 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.  brbrPlease 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.

Beach Access, Pools, Tennis and Pickleball - 1225 Gulf & Bayside

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$373.73

Fisherman’s Cove – A207 by Tropical Sands Accommodations brbrWelcome to Fisherman’s Cove – A207, a beautifully remodeled one-bedroom, one-bathroom beachfront condo located directly on Turtle Beach in Siesta Key. Situated on the second floor, this inviting retreat offers full Gulf views, allowing you to relax to the sound of the waves and enjoy unforgettable sunset views from your screened-in lanai. With direct beach access, a shared heated pool, and classic island charm, this condo is ideal for couples looking for affordable beachfront stays and laid-back Siesta Key vacation rentals. brbrHighlights br• Beachfront condo on Turtle Beach br• 1 bedroom / 1 bathroom br• 1 king bed, 1 sleeper sofa br• Full Gulf views br• Screened-in lanai br• Shared heated pool br• Shared shuffleboard courts br• Shared BBQ area br• Boat docks available br• 1 parking space br• Community laundry facilities brbrGuests at Fisherman’s Cove – A207 enjoy a variety of shared amenities designed to enhance the beachfront experience. Spend your days lounging by the shared heated pool, grilling in the shared BBQ area, or enjoying friendly games on the shuffleboard courts. The screened-in lanai offers a peaceful place to take in Gulf views and ocean breezes, while nearby boat docks are available by application for guests looking to explore the water. brbrInside, the condo features a bright and comfortable living space with coastal decor and thoughtful updates throughout. The living area includes comfortable seating and opens directly to the screened lanai, creating a seamless indoor-outdoor feel. The kitchen is well-equipped for preparing meals, snacks, or beach-day refreshments, making your stay both convenient and comfortable. brbrThe primary bedroom includes a king bed and an ensuite full bathroom, providing a private and relaxing retreat. The living area includes a sleeping sofa, providing additional flexibility for guests. The condo includes one full bathroom, conveniently located near both the bedroom and main living area. brbrRoom Details br• Primary Bedroom: King bed br• Living Area: Sleeper sofa br brThis condo places you close to local favorites, including waterfront dining at Ophelia’s on the Bay and Turtles Restaurant, both just a short walk away. The Turtle Beach location offers a quieter alternative to busier areas of Siesta Key while still delivering easy access to beaches, dining, and outdoor activities that make Sarasota vacation rentals for couples so appealing. brbrIf you are looking for a beachfront Siesta Key condo with stunning Gulf views, direct beach access, and a relaxed island atmosphere, Fisherman’s Cove – A207 by Tropical Sands Accommodations is an excellent choice. Book your stay today and enjoy the beauty of Turtle Beach from your own Gulf-front retreat! br-br1 WEEK MINIMUM RENTAL REQUIREDbrbrThis home is managed by Tropical Sands Accommodations.    brbrThis property does not allow pets of any kind.    brbr1 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.   brbrWe 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.  brbrPlease 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.

Fisherman's Cove -A207-Full Gulf front!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$213.8

Excelsior - 101 by Tropical Sands Accommodations br brExperience breathtaking Gulf sunsets at Excelsior – 101! This stunning Gulf front condo offers two-bedrooms, two-baths and is located directly on Crescent Beach. With a private back entrance and walk-out patio, this unit offers seamless access to the pool area and Gulf beaches, making it an ideal retreat for those seeking relaxation, scenic views, and island charm. Just a short stroll to the South Crescent shopping area, you will find fantastic dining options and the Crescent grocery store, perfect for stocking up on essentials or enjoying local eateries. br brHighlights br• Gulf front, direct access to Crescent Beach  br• 2 Bedroom / 2 Bathroom br• 1 King, 2 Twin-over-Full Bunk Beds br• Two-week minimum rental br• Balcony with sunset views over the Gulf br• Resort style pool and spa br• Tennis Courts br• Close to local shopping, dining, and grocery stores  br• Washer and Dryer br• 1 Parking space br brEnjoy outdoor living with a private balcony overlooking the courtyard and pool, perfect for morning coffee or sunset viewing. The complex offers a pool and sun deck, giving you plenty of space to relax and soak up the Florida sunshine. Step outside, to the path that leads you directly onto Crescent Beach for scenic walks, shelling, or water sports in the tranquil Gulf waters. br brThis condo boasts a comfortable coastal decor with an inviting living room featuring leather seating and a large TV. The fully equipped kitchen with modern appliances and ample counter space makes meal preparation easy, supporting casual family dinners or entertaining friends. The adjacent dining area provides a scenic backdrop for meals with Gulf views. br brThe primary bedroom features a king-sized bed, Smart TV, and an ensuite bathroom with a walk-in shower for ultimate relaxation. The second bedroom offers two twin over full bunk beds and access to a nearby shared bathroom with a shower-tub combo. Each bedroom provides a restful, beach-inspired retreat with quality linens and ample storage for a relaxing stay. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower  br• Second Bedroom: Two twin-over-full bunk beds br brGuests enjoy the comfort of a washer and dryer, access to the resort style pool, and easy walkability to Crescent Beach, local shops, and dining. This complex is perfect for those seeking a serene, beachfront lifestyle with all amenities at your doorstep. br brBook your two-week stay today at this Gulf front condo and enjoy unforgettable sunsets, tranquil ocean waters, and island charm. Whether lounging poolside, taking a sunset stroll on Crescent Beach, or exploring nearby shops and restaurants, this perfect getaway offers everything you need for a memorable vacation on Siesta Key. Reserve now and start your relaxing island escape! br brbr- brThis home is managed by Tropical Sands Accommodations.    brbrThis property does not allow pets of any kind.    brbr1 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.   brbrWe 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.  brbrPlease 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.

Updated, Full Gulf Front! 2 WEEK MIN - Excelsior - 101

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$280.49

Jamaica Royale – Unit 048 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 048, a newly renovated ground-floor villa just steps from the quietest pool in the community. This upscale one-bedroom retreat blends modern upgrades with the relaxed charm of Siesta Key, offering the perfect balance of comfort and convenience. From the private esplanade patio to the stylish interiors with stainless steel appliances and designer furnishings, this villa is a true island escape.brbrHighlightsbr• Ground-floor villa with easy accessbr• 1 Bedroom / 1 Bath br• 1 King bed, Sleeper Sofabr• Steps from the quiet community poolbr• Renovated interiors with open kitchen and tile flooringbr• Two recliners and a spacious living room with flat screen televisionsbr• Esplanade patio with outdoor seatingbr• Reserved parking right outside the front doorbr• In-unit washer and dryerbr• Access to three heated community poolsbr• Shuffleboard and two barbecue centersbr• Short walk to Siesta Key BeachbrbrStep inside to a thoughtfully redesigned villa featuring an open-concept kitchen with high-end stainless-steel appliances and modern cabinetry. The living room is furnished with a comfortable sofa and two recliners, perfect for relaxing after a day on the beach. Large flat screen televisions make it easy to enjoy movie nights or catch the big game. Tile flooring throughout adds a bright, coastal feel.brbrThe spacious bedroom is furnished with a King bed for a restful night’s sleep. The updated hallway bathroom offers a walk-in shower and modern finishes.brbrBedrooms and Bathroomsbr• Primary Bedroom: King bedbr• Living Room: 1 Sleeper Sofabr• Shared Hallway Bathroom: Walk-in shower onlybrbrEnjoy the convenience of a washer and dryer in the unit, reserved parking steps from your door, and close proximity to the on-site office for any needs during your stay. Guests also have access to all of Jamaica Royale’s resort-style amenities, including three heated swimming pools, shuffleboard, and barbecue areas. Jamaica Royale sits on the white quartz sands of world-famous Siesta Key Beach. Spend your days lounging by the shore, exploring nearby shops and restaurants, or enjoying stunning Gulf Coast sunsets.

Jamaica Royale 048 Updated and close to the pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$282.2

Jamaica Royale Unit 39 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 39, a beautifully renovated one-bedroom, one-bath condo perfectly located within one of Siesta Key’s most beloved beachfront communities. Just a short walk to the world-famous Siesta Beach, this bright and stylish retreat offers all the comforts of home. Complete with modern finishes, thoughtful amenities, and access to resort-style features including three heated pools, BBQ areas, and shuffleboard courts.brbrHighlightsbr• 1 Bedroom / 1 Bathroombr• 1 King Bed, 1 Queen Sleeper Sofabr• 7-night minimum (Saturday to Saturday)br• Newly renovated interior (2025)br• Less than a 5-minute walk to Siesta Beachbr• Private furnished patiobr• 3 community heated poolsbr• Shuffleboard, BBQ grills, and beachside seatingbr• Washer and dryer in unitbr• Beach gear provided (chairs, cart, cooler, tent)br• 1 Parking spot assigned brbrEnjoy the ultimate Siesta Key vacation experience at the Jamaica Royale, featuring three heated swimming pools, BBQ grilling stations, shuffleboard courts, and direct beach access to the powdery white sands of Siesta Beach. Guests can also take a short walk from the complex to nearby public pickleball courts for a friendly match in the sunshine. After a day of swimming, shell collecting, or exploring, unwind on your private patio with a cool drink or watch Siesta Key’s famous sunsets from the community’s beachfront area.brbrThis updated condo features warm coastal decor, porcelain tile flooring, and a bright open layout. The living room includes a plush sofa, smart TV, and sliding doors that open to the private patio, perfect for morning coffee or evening relaxation. The modern kitchen offers maple cabinetry, granite countertops, and stainless-steel appliances, plus a Keurig coffeemaker for your morning brew. Gather for meals in the dining area or enjoy a casual breakfast at the kitchen bar.brbrThe primary bedroom provides a comfortable king bed, luxury linens, and a flat-screen TV, offering a restful space to recharge after a day in the sun. The full bathroom features a walk-in shower with grab bars for accessibility and ease.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Living Room: Queen sleeper sofabr• Bathroom: Walk-in shower with grab barsbrbrGuests will appreciate the in-unit washer and dryer, complimentary Wi-Fi, and convenient beach equipment including backpack chairs, a cooler, a sun tent, and a beach cart with oversized sand tires. Parking for one vehicle is included.brbrWhether you’re planning a weeklong beach retreat or a relaxing extended stay, Jamaica Royale Unit 39 by Tropical Sands Accommodations offers everything you need for a carefree Gulf Coast escape. With a fully renovated interior, outdoor living space, and resort-style amenities just steps from the beach, you’ll find the perfect blend of comfort and convenience right here on Siesta Key.brbrBook your stay today and start your Siesta Key story with us!

Jamaica Royale 039 Updated and close to the pool!

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$280.49

Jamaica Royale 038 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 038, a newly renovated one-bedroom, one-bath garden-view condo ideally located within the Jamaica Royale beachfront complex on Siesta Key. This inviting retreat offers a fresh, coastal-inspired interior with an updated bathroom, modern comforts, and direct access to the pool just steps from the patio. Perfect for couples or solo travelers, guests will love being close to the private white sands of Siesta Key Beach, local dining, and the island’s vibrant outdoor activities.brbrHighlightsbr• Newly renovated interiorbr• Garden-view condo steps from the poolbr• 1 Bedroom / 1 Bathroom (Sleeps 4)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Walking distance to pickleball, tennis, and volleyball courtsbr• Fully equipped kitchenbr• Private patio with outdoor seatingbr• Walk-in shower with shower seatbr• 7-night minimum stay (Saturday to Saturday)brbrSpend your days swimming in any of the three heated freshwater pools, grilling at the community BBQ areas, or playing a round of shuffleboard beneath the palms. Guests also enjoy private beach access to Siesta Key’s soft quartz sand, as well as nearby tennis and volleyball courts for outdoor fun. Whether you’re here for a relaxing beach escape or local water events, Jamaica Royale offers the ideal setting for your coastal getaway.brbrStep inside to a bright, open living area featuring comfortable seating, a queen sleeper sofa, and a Smart TV for relaxing evenings. The fully equipped kitchen includes full-size appliances, cookware, and everything needed to prepare meals at your convenience. Sliding glass doors open to the private patio, offering direct access to the pool area and lush tropical surroundings, perfect for morning coffee or evening relaxation.brbrThe primary bedroom features a king bed, fresh coastal decor, and plenty of storage space for your belongings. The remodeled bathroom includes a walk-in shower with grab bars and a built-in seat for added comfort and accessibility.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Living Room: Queen sleeper sofabr• Bathroom: Walk-in shower with seat and grab barsbrbrDiscover relaxed island living at Jamaica Royale 038 by Tropical Sands Accommodations, where a newly renovated interior, poolside convenience, and resort-style amenities make every stay unforgettable.brbrBook your Siesta Key escape today and enjoy your perfect Gulf Coast retreat!

Jamaica Royale 038 Close to the pool!

Siesta Key, Florida, United States

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