Vacation Rentals By Owner In Siesta Key, FL

$623.39

New and Rare Waterfront Gem: 4-Bedroom Pool Home Walk to Beach & Village

Siesta Key, Florida, United States

Discover the ideal seasonal retreat at this beautifully appointed 4-bedroom waterfront home, perfectly situated on a waterfront corner lot just a 10-minute walk (or 5-minute bike ride) to Siesta Key Village. Vibrant restaurants, lively bars, and charming boutique shopping are all within easy reach. The world-renowned Siesta Key Beach is also just minutes away, making this location unbeatable for both relaxation and adventure.brbrThis contemporary home features an extra-large pool, perfect for soaking up the Florida sunshine. Inside, you'll find a spacious, well-equipped kitchen ideal for the novice to experienced chef. The modern finishes and ample accommodations include a king bed and three queen beds, as well as 4 bathrooms. brbrAdditional amenities include air conditioning, heating, WiFi, a washing machine, dryer, an iron, a hair dryer, and smart TVs throughout for your entertainment. There’s also a grill for outdoor dining.brbrWith a 30-day minimum rental requirement, this home provides the perfect setting for an extended stay on Siesta Key. The owners (hi!) work in hospitality so they will be there if you need them, and won't be if you don't! brbrDon’t miss your chance to enjoy the best of Siesta Key in this brand-new listing—book your getaway today!

4

Bed

4

Bath

8

Sleeps

$741.52

/ Nightly

Private Vacation Home

Double King Suites Bike to Beach, Pool & Mini Golf

Siesta Key, Florida, United States

Summary:brbrBike to world-class Siesta Key beach in minutes. Private pool, mini-golf course, hammock & game room make this home the perfect “fun, chill, repeat” base for families or friends.brbrbrbrEscape to the Salt & Sol House- your ultimate beach getaway on Siesta Key. A tastefully designed luxe coastal boho space just minutes from the white sands crystal quartz sand of Siesta Key Beach. This newly designed vacation rental offers everything for your perfect Florida escape. Enjoy indoor outdoor living, a heated pool, private putting green, bikes for exploring, hammocks in the shade, and twinkling string lights that create unforgettable evenings. Experience pure relaxation with resort-style amenities and luxury in paradise.brbrbrbrThe Space:brbrSalt & Sol is the place to be if you’re looking to experience true Southwest Florida coastal living. Whether you’re here for a family getaway, couples retreat, or to explore the best of Siesta Key, this vacation getaway offers the ultimate blend of style, comfort, and convenient location. We thought about every detail that would make your stay truly memorable. brbrbrbr☆ Luxury Coastal Home Minutes from Siesta Key Beach & Villagebrbr☆ 3 Bedrooms (Includes Private Guest Suite)brbr☆ 3 Full Bathrooms + 1/2 Bathbrbr☆ Full Indoor/outdoor Living Experiencebrbr☆ Heated Pool & Lounge Areabrbr☆ Private Putting Greenbrbr☆ Turf Yard for Kids to Playbrbr☆ Essential Amenities for Babiesbrbr☆ Sandbox with Sandtoys for Kidsbrbr☆ Hammocks in the Shadebrbr☆ Entertainment Room in the Garagebrbr☆ String Lights for Magical Eveningsbrbr☆ Fully Stocked Kitchenbrbr☆ Tesla Chargerbrbr☆ Bikes for Guest Usebrbr☆ High-Speed Wi-Fibrbr☆ Smart TVsbrbr☆ Free On-Site Parkingbrbrbrbr Why It’s Great & Who It’s ForbrbrbrbrThis home is ideal for:brbrbrbrFamilies - kids will love the mini-golf, pool, sandbox and game roombrbrCouples - Double master king suites perfect for two couples traveling togetherbrbrGroups of friends - plenty of space, plenty to do, and just a short ride to the beach brbrBeach lovers & day-trippers - bike to America's #1 beachbrbrVacationers who want “everything in one place” - no need to choose between comfort, fun, and location.brbrbrbr★ Living Room ★brbrbrbrRelax in style in the bright, open-concept living area with coastal-inspired décor.brbrbrbr☆ Open Layout with Pool Viewsbrbr☆ The Sliding doors open up so you can experience the true Siesta Key lifestyle with indoor outdoor livingbrbr☆ Smart TV with Streaming Appsbrbr☆ Large Sectional Sofabrbr☆ Coffee Table brbr☆ Toy bins for kids brbr☆ Board Games & Puzzlesbrbrbrbrbrbr★ Kitchen & Dining ★brbrbrbrCook, dine, and connect in a modern, fully stocked kitchen. Featuring quartz countertops, stainless steel appliances, and an elegant dining space perfect for entertaining or family meals.brbrbrbr☆ Fully Equipped Kitchenbrbr☆ Large Dining Table for 8brbr☆ Coffee Bar with Keurig Coffee Maker & K-Cupsbrbr☆ Cookware, Bullet Blender, Utensils & Dishesbrbrbrbr★ Bedrooms ★brbrbrbr♛ Primary Suite - Sleeps up to 3 guestsbrbr☆ King Bed with Luxury Cotton Linensbrbr☆ Murphy Bedbrbr☆ Walk In Closet w/ His/Her Bath Robesbrbr☆ En-Suite Double Vanity Bathroombrbr☆ Pool Accessbrbr☆ Dedicated Work Spacebrbrbrbr♛ Guest Bedroom - Sleeps up to 6 guestsbrbr☆ Queen Bunk Bed for 3 w/ USB Charging Nightstand brbr☆ Twin bunk bed with pull out trundle for 3 brbrCloset for Storagebrbrbrbr♛ Guest Suite - Sleeps up to 3 guests brbr☆ Custom Flamingo Designbrbr☆ Private Entrancebrbr☆ French doors with pool accessbrbr☆ King Bedbrbr☆ Trundle with Twin XL mattressbrbr☆ Kitchenette w/ Coffee Barbrbr☆ En-suite bathroom w/ custom tile work brbrbrbr★ Bathrooms ★brbrbrbrAll bathrooms are beautifully designed with modern finishes, plush towels, and essential toiletries for your comfort.brbrbrbr☆ 3 Full Bathroomsbrbr☆ Walk-In Showersbrbr☆ Vanity Mirrors w/ Heat/Light Adjustments brbr☆ Toiletries & Fresh Towelsbrbrbrbr★ Outdoor Oasis ★brbrbrbrYour private paradise awaits — soak in the heated pool, tee off on the backyard putting green, or unwind under the glowing string lights as the sun sets.brbrbrbr☆ Heated Pool with Lounge Areabrbr☆ Private Putting Greenbrbr☆ Turf Yard for Kidsbrbr☆ Sandbox with sand toys for kids brbr☆ Hammocks Under the Palmsbrbr☆ Beverage Fridge brbr☆ Comfortable Outdoor Cushioned Lounges with Firepitbrbr☆ String Lights for Eveningsbrbr☆ Outdoor Grillbrbrbrbr★ Entertainment Room ★brbrbrbr☆ PacMan Arcade Centerbrbr☆ Ping Pong Tablebrbr☆ Dart Board brbrbrbrGuest AccessbrbrbrbrGuests have access to the entire property, including the main home, guest suite, and all outdoor amenities.brbrbrbrOther Things to NotebrbrbrbrEarly check-in or late check-out may be available upon request (fees apply).brbrbrbr Please Respect the NeighborhoodbrbrWe are located in a peaceful, quiet, family friend neighborhood full of great neighbors who help make this community special. To keep it that way, we ask that all guests be considerate and respectful during their stay.brbrbrbr Please Respect Our Quiet Hours: 10:00 PM – 8:00 AMbrbr• Please keep voices, music, and outdoor noise to a minimum.brbr• No loud gatherings or parties are permitted at any time.brbr• If spending time outdoors at night, please keep noise low and lights minimal.brbr• Failure to comply with the city’s noise ordinance can result in fines to the occupants.brbr• Be Mindful when arriving early or latebrbrbrbr★ Additional Rules ★brbrbrbr☆ All inventory is accounted for. Guests are responsible for any damages during their stay.brbr☆ Smoking of any kind is prohibited inside; a $250 cleaning fee applies if found.brbr☆ No parties or unregistered overnight guests.brbrbrbr★ Security Cameras ★brbrExterior cameras are located at the driveway and front door for safety — no interior cameras.brbrbrbr★ Pet Policy ★brbrPets are not allowed. If an undisclosed pet is found, a $500 cleaning fee applies.brbrbrbrGuest Access:brbrThe house is exclusively for you to enjoy during your stay, so relax, unwind, and make yourself at home. You'll have access to the entire home, backyard and garage.brbrbrbrThe Neighborhood:brbrLocated in a quiet neighborhood under a canopy road only minutes away from Siesta Key Beach and Siesta Key Village.brbrbrbrGetting Around:brbr4 Minute Drive to Siesta Key Beach brbr4 Minute Drive to Siesta Key Village brbr(Traffic permitted) brbr20 minutes from Sarasota/Bradenton Airportbrbr18 minutes from Downtown SarasotabrbrbrbrOther Things to Note:brbr Book your stay at Salt & Sol — your coastal paradise awaits! brbrbrbrInteraction with Guests:brbrWe won't be available in person, and prefer to keep all communication through the app. However, a phone number is provided in the case of non-911 emergencies.

Bed

Bath

Sleeps

$1280.58

/ Nightly

Private Vacation Home

Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views

Siesta Key, Florida, United States

Dry Dock by Siesta Key Luxury Rental Properties brbrWelcome to Dry Dock, a refined canal-front Siesta Key luxury rental offering the perfect blend of waterfront adventure and relaxed island living. This six bedroom, six and a half bath house is located just a three-minute walk to Siesta Key Beach and within easy walking distance of Siesta Key Village. With a private pool and hot tub, shared dock access, elevator, and rooftop deck with Gulf views, Dry Dock is ideal for large families, multifamily groups, and extended stays seeking effortless coastal comfort near the best of Sarasota’s beach attractions. brbrHighlights br- 3-minute walk to Siesta Key Beach br- Canal-front home with shared dock access br- 6 bedrooms / 6.5 bathrooms br- 4 king beds, 6 twin beds (bunk beds) br- Private pool and hot tub br- Rooftop deck with Gulf views br- Elevator access to all living levels br- Ping pong table br- Two kayaks and beach wagon br- Outdoor dining area with BBQ grill br- Washer and dryer in unit br- Dog friendly with approval br- Four parking spaces br- Professional Linen Program brbrThis canal front retreat offers resort style outdoor living designed for both relaxation and play. The backyard features a private pool and hot tub surrounded by lounge seating, perfect for cooling off after a day at the beach. Guests can enjoy direct access to the shared dock for kayaking, paddleboarding, boating, or fishing, with two kayaks included for easy water exploration. The rooftop deck provides an elevated island experience, offering sweeping views toward the Gulf. The covered patio adds another layer of outdoor comfort with a bar, seating for five, outdoor television, and ping pong table. brbrDry Dock offers two levels of spacious living above the garage, easily accessed by an elevator. The open concept living area is designed for gathering, featuring an oversized sectional sofa where guests can relax after beach days or enjoy movie nights together. Sliding doors lead to a second level balcony overlooking the canal. The fully equipped kitchen features stainless steel appliances, generous counter space, and an island with seating for six, making it ideal for preparing group meals. The dining area comfortably seats twelve, allowing all eighteen guests to dine together in one shared space, perfect for family meals, takeout nights, or board games. brbrThe primary bedroom offers a serene retreat with calming coastal tones, generous closet space, and an ensuite bathroom with a shower and tub combination. Additional bedrooms feature king beds with ensuite bathrooms, many offering walk-in showers and private or shared balcony access overlooking the canal. Younger guests will love the thoughtfully designed bunk rooms, each offering a bright, beachy atmosphere and plenty of space to relax. These rooms are ideal for kids or teens traveling together and maintaining the same level of comfort and quality found throughout the home. Each bunk room includes its own ensuite bathroom, providing privacy and convenience for larger groups. brbrRoom Details br- Primary Bedroom (Second Level): King bed, ensuite bathroom with shower and tub combination br- Second Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, private balcony br- Third Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, shared balcony br- Fourth Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, shared balcony br- Fifth Bedroom (Third Level): Twin over twin bunk bed, ensuite bathroom with shower and tub combination br- Sixth Bedroom (Second Level: Two twin bunk beds, ensuite bathroom with shower and tub combination brbrDry Dock is dog friendly with prior approval and an additional non-refundable pet fee. This home is located near popular island favorites including Daiquiri Deck and Gilligan’s Island Bar. Guests will also appreciate the option to rent the neighboring unit, Salty Dog, which shares a mirrored layout, ideal for doubling accommodations for larger groups. brbrWith canal front access, a private pool and hot tub, rooftop Gulf views, and a walk to beach location, Dry Dock by Siesta Key Luxury Rental Properties offers an elevated beach getaway designed for unforgettable group vacations. Book your stay today and experience the best of Siesta Key waterfront rentals and luxury coastal living! brbr- brSiesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. brbrThis property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment. brbrThis 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. brbrIf you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

6

Bed

6

Bath

18

Sleeps

$444.99

/ Nightly

Condo

Beachfront Condo at Jamaica Royale 805 in Siesta Key with Great Views!

Siesta Key, Florida, United States

Jamaica Royale 805 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrExperience the ultimate beachfront retreat at Jamaica Royale 805, a beautifully designed condo that boasts breathtaking views of the Gulf of Mexico. This intimate two-bedroom, two-bathroom hideaway is perfect for couples. You'll find delightful attractions nearby, including charming shops and romantic restaurants in Siesta Village, easily accessible via a short trolley ride on the Siesta Key Breeze. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table br• Washer and Dryer br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Siesta Key, Florida. brbrStep inside to discover a bright Florida-style living space featuring comfortable seating, a TV, and a well-equipped kitchen with bar seating and a dining table for intimate meals. From the living area, enjoy alfresco dining on the inviting balcony while soaking in spectacular Gulf views. The primary bedroom boasts a king-size bed and a small table set for enjoying morning coffee or working while taking in unbeatable views, with sliding glass doors for easy outdoor access. The guest bedroom includes two twin beds and convenient access to a hall bathroom with a shower-tub combo, perfect for additional guests. Embrace the tropical paradise with easy access to Siesta Key Beach, charming local attractions, and the tranquility of this beachfront condo. Reserve your romantic getaway at Jamaica Royale 805 today!

2

Bed

2

Bath

6

Sleeps

$400.83

/ Nightly

Condo

Jamaica Royale 084 Updated and close to the beach!

Siesta Key, Florida, United States

Jamaica Royale 084 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 084, a newly renovated two-bedroom, two-bath condo nestled within the Jamaica Royale beachfront complex on world-famous Siesta Key Beach. This bright and stylish retreat offers the perfect combination of comfort, coastal charm, and convenience with private beach access, resort-style amenities, and close proximity to Siesta Key Village’s vibrant shops and dining. Whether you’re planning a family vacation or a relaxing getaway with friends, this beautiful unit provides everything you need for an unforgettable stay in paradise.brbrHighlightsbr• Newly renovated interior with updated furnishings and modern decorbr• Beachfront gated complex with private beach accessbr• 2 Bedrooms / 2 Bathrooms (Sleeps 6)br• 3 Shared Heated Pools within the Communitybr• Walking Distance to Pickleball Courts and Shuffleboardbr• Fully Equipped Kitchenbr• Private Patio for Morning Coffee or Sunset Cocktailsbr• Community BBQ Grills and Lounge Areasbr• Minutes to Siesta Key Village’s Shops, Dining, and Nightlifebr• 7-Night Minimum StaybrbrStep into a welcoming, open-concept living space featuring fresh coastal decor, comfortable seating, and a flat-screen Smart TV perfect for movie nights or relaxing after a day at the beach. The updated kitchen is fully equipped with stainless steel appliances, a microwave, coffee maker, and all the essentials to prepare home-cooked meals or quick beach snacks. Enjoy family dinners in the cozy dining area or take your meals outdoors on the private patio surrounded by tropical landscaping.brbrRoom DetailsbrPrimary Bedroom: King Bed, and Ensuite Bathroom with Walk-In ShowerbrGuest Bedroom: Two Full Beds, and Access to the Hall BathroombrLiving Room: Queen Sleeper SofabrGuest Bathroom: Full Bath with Shower/Tub Combo and Grab BarsbrbrEnjoy the ease of in-unit laundry, complimentary Wi-Fi, and on-site parking. Take advantage of three community heated pools, shuffleboard, and nearby pickleball courts for a little friendly competition. Fire up the community BBQ grills for an island-style cookout or take a short stroll to the private beach access to watch Siesta Key’s famous sunsets over the Gulf of Mexico.brbrExperience the best of Siesta Key living at Jamaica Royale 084 by Tropical Sands Accommodations. Where a newly renovated interior, resort amenities, and unbeatable beachfront location combine for the ultimate coastal escape.brBook your stay today and make your next vacation truly unforgettable!

Bed

Bath

Sleeps

$371.2

/ Nightly

Condo

- Siesta Beach House #210 – Steps to Beach! Heated Pool! Island Charm!

Siesta Key, Florida, United States

Siesta Beach House #210 by Tropical Sands Accommodations brbrWelcome to Siesta Beach House #210, a refreshed two-bedroom, two-bathroom Siesta Key vacation rental just a quick two-minute walk from the white sands of Siesta Key Beach. This comfortable and affordable beachfront community condo blends easy coastal living with updated finishes, making it perfect for families, couples, and anyone looking for a relaxed island getaway. With private beach access, a heated community pool, and classic Siesta Key charm, this home offers everything guests love about a Sarasota vacation. brbrHighlights br• Two-minute walk to Siesta Key Beach br• 2 bedrooms / 1.5 bathrooms br• 1 king, 1 queen, and 1 twin bed br• Heated community pool br• Shuffleboard courts br• Washer and dryer in community laundry room br• Private beach access br• 1 parking space brbrEnjoy laid back days lounging by the heated community pool, playing shuffleboard, or taking the private walkway straight to Siesta Beach. This community is known for its friendly atmosphere, quiet surroundings, and easy access to local shops and dining. With clean, comfortable amenities and a location steps from the Gulf, guests can unwind without complication. brbrInside, you will find a bright living area with beach decor, plush seating, and a TV for easy movie nights after a day in the sun. The open layout creates a welcoming environment for families and small groups to relax together. The kitchen features newly updated cabinetry, stainless steel appliances, and granite countertops, providing everything needed for simple meals at home. A dining table offers space for shared dinners, while the breakfast bar is great for quick bites before heading out to the beach. brbrThe primary bedroom features a comfortable king bed, TV, and an ensuite bathroom with a walk-in shower for added privacy. The second bedroom offers a queen bed and twin bed, making it ideal for families or friends. Both rooms are designed for restful nights with soft linens, natural light, and relaxed coastal decor. brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom, walk-in shower br• Bedroom Two: Queen bed and twin bed brbrGuests will appreciate the convenience of a community laundry room, Wi-Fi, and one private parking space. The community amenities include a heated pool, shuffleboard courts, and direct access to Siesta Beach, making it an excellent option for those seeking affordable beachfront stays on Siesta Key. brbrNearby, explore local restaurants, island boutiques, and family friendly activities throughout the Siesta Key and Sarasota area. brbrWhether you are planning a week on the beach or a quiet Sarasota getaway, Siesta Beach House #210 by Tropical Sands Accommodations delivers comfort, convenience, and island charm. With updated interiors and unbeatable access to Siesta Beach, this condo offers everything you need for an easy, enjoyable stay. Book your vacation today and start making your Siesta Key memories! brbr- brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. 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. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. 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.

Bed

Bath

Sleeps

$576.92

/ Nightly

Condo

Jamaica Royale 092 Great Gulf side location!

Siesta Key, Florida, United States

Jamaica Royale Unit 092 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Unit 092, a beautifully renovated two bedroom, two bathroom garden view condo located just steps from world famous Siesta Beach. Updated in June 2025 with fresh interiors and modern conveniences, this ground level retreat offers an effortless beach vacation with a king primary suite, two queen beds in the guest room, and easy access to the community’s three heated pools, shuffleboard courts, and private beach area. Enjoy a peaceful stay across the street from Siesta Beach with no through streets to cross, making this an ideal choice for families and couples.brbrHighlightsbr• 5 minute walk to Siesta Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Queensbr• Ground floor garden view unitbr• Renovated interior (2025)br• Washer and dryer in unitbr• Assigned covered parkingbr• Access to 3 shared heated poolsbr• BBQ grill and shuffleboard accessbrbrJamaica Royale offers a lush, peaceful setting with resort style amenities ideal for a relaxing Siesta Key getaway. Enjoy three heated freshwater pools, beautifully maintained landscaping, and an expansive private beach area with direct access to the soft quartz sand Siesta Beach is known for. Community BBQ areas provide the perfect spot for grilling at sunset, and guests can enjoy onsite shuffleboard for a touch of island fun.brbrThis condo features a fully renovated interior with comfortable furnishings and coastal inspired decor. The bright and open living area includes plush seating and a smart TV for unwinding after a beach day. The well equipped kitchen includes modern appliances, cookware, and everything needed for preparing meals at home. A dining area and breakfast bar offer flexible seating options for your group.brbrThe primary bedroom offers a peaceful retreat with a king bed, flat screen TV, and a private ensuite bathroom. The remodeled ensuite features a walk in shower with grab bars and a shower seat for added convenience. The guest bedroom provides two queen beds, upscale furnishings, and easy access to the hallway bathroom, which also includes a walk in shower with grab bars. Both bathrooms offer single vanities and updated finishes.brbrRoom Detailsbr• Primary Bedroom: King bed, TV, ensuite bathroom with walk in shower, grab bars, and shower seatbr• Second Bedroom: Two queen bedsbr• Bathroom 2: Hallway bath with walk in shower and grab barsbrbrUnit 092 includes a washer and dryer, complimentary WiFi, assigned covered parking, and access to all Jamaica Royale community amenities including pools, grilling areas, shuffleboard, and private beach access.brbrWith its fresh renovations, convenient ground floor location, and unbeatable proximity to Siesta Beach, Jamaica Royale Unit 092 is the ideal home base for your Siesta Key vacation. Enjoy the beauty of the island, relax by the pools, and experience the comforts of a fully updated coastal retreat. Reserve your stay today and start planning your getaway with Tropical Sands Accommodations.

2

Bed

2

Bath

6

Sleeps

Select Dates for Price

Jamaica Royale 094 Nice unit and location!

Siesta Key, Florida, United States

Renovated Interior and Updated Look Coming by June 2025brbrWe welcome you to Jamaica Royale! This condo is on the quiet Garden side of Jamaica Royale. It is a 2 bedroom/2 bathroom unit with a king size bed in the master bedroom and two full size beds in the guest bedroom. This condo is furnished with amenities of home, including beach towels. If they are not in the unit, call the office and housekeeping will be glad to bring them to you. We have three pools plus two BBQ grills; one is located beachside and one at the community patio where we also have shuffleboard. The tennis courts are a short walk from Jamaica Royale, as well as the public beach. Shopping and eating are a free taxi ride away. When you are all done for the day, come and sink your toes into our beautiful sand and watch a sunset. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

2

Bed

2

Bath

6

Sleeps

$333.65

/ Nightly

Condo

Waterfront with Private Rooftop Deck! - Fire-Sky Penthouse

Siesta Key, Florida, United States

Fire-Sky Penthouse by Siesta Key Luxury Rental Properties br brWelcome to Fire-Sky Penthouse, a luxury canal front retreat featuring three bedrooms and three and a half baths! Just a six-minute walk from Turtle Beach, this exceptional residence offers sweeping water views from the rooftop terrace, private outdoor spaces, and upscale amenities. Perfectly situated near top restaurants and local attractions, this home epitomizes effortless coastal living with a touch of elegance and entertainment! brbrHighlights br• Canal front penthouse br• 3 Bedroom / 3.5 Bathroom br• 1 King, 3 Queen beds br• Private rooftop terrace br• 6-minute walk to Turtle Beach br• Shared heated pool br• Outdoor dining area br• Washer and dryer br• 2 Parking spaces  br• 30-night minimum stay for extended vacation options br brEnjoy breathtaking water vistas from your private rooftop terrace or unwind in the shared heated pool. Your private, outdoor dining area makes it easy to host casual meals or sunset cocktails. Inside, the elegant piano and spacious living areas invite music, conversation, and relaxation. Unwind in your private oasis or explore the nearby beach, shops, and dining throughout your stay. br brThe open concept layout flows seamlessly from the dramatic oval ceiling dining area to the relaxed second living space with comfortable seating and panoramic water views. The fully equipped kitchen with bar and countertop seating supports casual meals and lively gatherings, all supported by modern decor and large windows that flood the space with natural light. br brWake up to spectacular water views in the primary suite featuring a king-sized bed, walk-in closet, and a luxurious ensuite with a walk-in shower, double vanity, and a soaking tub. The second bedroom offers a queen bed and an ensuite with a shower-tub combo, while the third bedroom features two queen beds, a walk-in closet, and an ensuite with a shower-tub combo. A dedicated desk area and ample dresser space support your comfort and productivity. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower and soaking tub  br• Second Bedroom: Queen bed, ensuite with shower-tub  br• Third Bedroom: Two Queen beds, ensuite with shower-tub br brGuests benefit from a washer and dryer, private outdoor spaces including a rooftop terrace and balcony, and access to a shared heated pool. Located near Turtle Beach and a variety of dining options, Fire-Sky Penthouse provides the perfect blend of adventure, relaxation, and upscale coastal living. br brBook your stay at Fire-Sky today and indulge in a luxurious, waterfront getaway. Whether soaking in the Gulf sunset from the rooftop, exploring local shops and restaurants, or relaxing poolside, this contemporary residence offers everything for a memorable Siesta Key escape. Reserve now and start creating lifelong memories! br brbr- brThis home is managed by Siesta Key Luxury Rental Properties. brbrThis property does not allow pets of any kind. brbr2 compact cars maximum are able to park at this home. Guest parking is available on a first-come, first-served basis. 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.

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Bath

Sleeps

$926.68

/ Nightly

Private Vacation Home

Spacious Siesta Key Paradise-Canal front, private pool, walk to SK Beach/Village

Siesta Key, Florida, United States

Beaches, Boating and Bistros! Live the island lifestyle in this spacious 5 bedroom, 4 bathroom house located on desirable Palm Island on Siesta Key. Lounge in the heated pool and spa or enjoy your favorite libation at your private Waterfront Tiki Bar. brbrThe best location on Siesta Key. 7 minute walk to Siesta Key Beach, 9 minute walk to Siesta Key Village. Large private heated pool with hot tub.brbrHouse is located on the Grand Canal with access to the Intercostal Waterway, with private dock. Large private deck right on the canal for relaxing or entertaining. Also has Tiki Bar adjacent to pool and dock, with large fire pit area. Large heated pool has ample chase lounges, chairs and dinning area that seats 10. Pool area also has large spa whirlpool.brbrThe 5 bedrooms will accommodate 10 people. Master suite and 3 other bedrooms on main(second) floor, along with 3 full bathrooms. Master suite is equipped with Spa/Hydro Massage Tub. The lower floor has a bonus area with large bar room and large rec room with high quality ping pong table. Ground floor also has one bedroom and full bathroom. brbrHuge open living space, with massive kitchen and dinning area that seats 10 or more. Dinning area leads right into family area with two full couches and 70' TV. This area is connected to a bar top table area for drinks/eats over looking the pool and canal area. On the other side is a large sitting area for reading or just relaxing and admiring the views of pool and canal area. Both family area and sitting area lead to very large deck by way of large sliding glass doors that open completely up.brbrThe large second floor deck overlooks the pool, the canal and the Tiki area. Deck has large six seat table, with patio couch and coffee table, in addition to a sitting area with Adirondacks chairs.brbrLocation is a quick walk to Siesta Key Beach. Beach cart, beach chairs and umbrella provided. Also, just a few minute walk to the Siesta Key Village, filled with tons of fun restaurants, bars, and shopping.brbr

5

Bed

4

Bath

10

Sleeps

$880.04

/ Nightly

Condo

Sunset siesta Vista condo

Siesta Key, Florida, United States

This 2 bedroom, 2 bathroom condo (One King and Two Queen Beds) is the perfect place to take your next vacation. You will be amazed by the breathtaking views of the Gulf from this 5th floor unit with wrap around balcony! Included with your stay: Complimentary , Beach chairs, Beach-Towels, Free-rides around Siesta for your convenience. Located directly across the street from world famous Siesta Key Beach, and just minutes from Siesta Key Village off

2

Bed

2

Bath

8

Sleeps

$484.72

/ Nightly

Condo

1125-102 - Premium Plus - Experience Our Exquisitely Remodeled Condo

Siesta Key, Florida, United States

***A 3 month stay is preferred but will accept a 2 month stay, possible 1 month*** Call the office for details, 941-444-7241.brbrLuxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building. brThe unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting. brThe kitchen is fully updated with stainless steel appliances, gorgeous counter tops, and new cabinets. Complete with an extra large island for preparing meals and a breakfast bar for 4. brThe dining area has comfortable seating for 6. brLiving room has a large flat screen smart TV and very comfortable furniture. brMaster bedroom has king sized bed, a smart TV, and lighted walk in closet. brMaster bath has a single sink, a walk in glass door shower, with a built in tiled bench, and a removable shower head. brThere is a space off the master bedroom with a desk and chair that can be used as a work, or office space. brGuest bath is en suite of guest bedroom, a single sink, and large walk in shower. The updated shower has a built in tiled bench and a removable shower head. brGuest bedroom has 2 twins, a ceiling fan, and a TV. brEnjoy incredible indoor outdoor living by opening the wall of sliding glass doors. Or keep them closed and allow for natural light to fill this gorgeous space. These doors offer access to the concourse patio and seating for 6 available to relax. brThe patio has views of the gulf-side pond and garden. brThis unit has an assigned garage parking spot under the building. It is accessible via elevator and stairs.

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Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks

Siesta Key, Florida, United States

On The Rocks by Siesta Key Luxury Rental Properties brbrSiesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!br brWelcome to On The Rocks, your luxury vacation haven! This spectacular five-bedroom, five-bathroom retreat is just minutes from the world renowned Siesta Key Beach and a short block from the vibrant Siesta Key Village, offering an abundance of restaurants, bars, and shops. With incredible amenities including a private pool with a waterslide, a putting green, and an inviting private balcony, your unforgettable Siesta Key experience awaits! br brHighlights br• Less than a 5-minute walk to Siesta beach br• 5 Bedrooms / 5 Bathrooms br• 4 Kings, 1 Full/Full Bunk with Twin Trundle, Queen sleeper sofa br• Private pool with waterslide, waterfall and in-ground spa br• Putting green and ping pong table br• BBQ grill br• Beach chairs and towels br• Pet friendly with host approval and pet fee br• Short walk to Siesta Key Village restaurants and boutiques br• Washer and dryer br• 5 Parking spaces br brAt On The Rocks, enjoy a luxurious backyard oasis where you can sunbathe by the premier pool with a sunshelf, slide down the waterslide, or unwind in the spa. For family friendly games, step over to the backyard with a putting green or ping pong table. The covered patio serves as the perfect spot to relax, complete with a cozy seating area, a TV, a BBQ grill, and an outdoor dining table for breezy meals after a day of fun. br brStep into the vibrant living area adorned with dynamic shades of blue and beach inspired decor, instantly immersing you in the coastal atmosphere. The fully equipped kitchen boasts stainless steel appliances, custom cabinetry with ample storage, and a gorgeous dining table that comfortably seats all your guests. Adjacent to the seating area, with a sofa, side chairs, and TV, lies the deck overlooking the pool area, providing another fantastic space to gather. br brRetreat to the luxurious primary bedroom on the second floor, featuring bright decor, access to the inviting upstairs deck, and an elegant ensuite bathroom with a walk-in shower. There are three additional guest rooms, each equipped with a plush king bed and their own ensuite bathrooms, also featuring walk-in showers. The whimsical fifth bedroom delights children with its Sea Life artwork and is outfitted with a bunk bed and a TV, perfect for sleepovers. There is also a conveniently located hall bathroom featuring a shower and tub combination, along with a laundry room that includes a washer and dryer for your convenience. The living room boasts a queen sleeper sofa for additional sleeping arrangements. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, balcony access, ensuite bathroom with walk-in shower br• Second Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower br• Third Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower br• Fourth Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower br• Fifth Bedroom (2nd floor): Full over full bunk bed with twin trundle br• Bonus (Living Room): Queen sleeper sofa br brThis home ensures comfort and convenience with a laundry room equipped with a washer and dryer, allowing you to pack light and enjoy extended stays. br brPlan your dream escape to On The Rocks and experience the best of Siesta Key living! With its luxurious accommodations, prime location, and an array of fun amenities, this vacation rental promises to make your stay memorable. Don’t miss out on an unforgettable experience with Siesta Key Luxury Rental Properties, reserve your getaway today!br brbr- brThis property is managed by Siesta Key Luxury Rental Properties. brbrThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. brbrThis property has an active Ring doorbell and additional video surveillance on the pool equipment only. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis 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. 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.

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Gertrude's Siesta | NEW LISTING! Siesta Key Home w/ Pool, 1 Min to Beach!

Siesta Key, Florida, United States

Calm Under the PalmsbrRare! Peaceful tropical Siesta Key home, 1-min walk to beach, with private pool and grounds. Features - luxe finishes, multiple grill areas, fireplace, poolside lounging, westerly balcony with alfresco dining, secluded yard and pool areas. Walk 1-min to the white sand and calm water of Siesta Key Beach, 3-min to shopping and dining, and 7-min to snorkeling paddling and exploring on Point of Rocks Reef. Perfect for a relaxing couples getaway or family trip! brbrWhat Guests Lovebr∙ Private Pool - beautiful, heated pool with grill and lounging areabr∙ Beaches – just 1-min walk to Siesta Keys whitest sand and calmest waterbr∙ Relaxing – quiet hood with no through streets, public parking, or businessesbr∙ Alfresco Dining – two alfresco dining areas, two grilling areasbr∙ The Food –12 restaurants within 0.5-miles, 3 waterfront restaurants within 4-milesbr∙ Sunsets –walk 1-min to top sunsets on Siesta Key (or just enjoy from pool)br∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ Point of Rocks Reef – 7-min walk to exploring snorkeling fishing and paddlingbr∙ Activities – 1-mile to marina and boat, bike, jet-ski and golf cart rentalsbr∙ Island Trolleys – 2-min walk to pick up a “free ride” to all points Siesta Keybr∙ The Memories – easy access for all to Island's dining, beaches, and eco-attractionsbr∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest costbrbrThe BeachbrSkip the crowds and commercial feel at Siesta Key's Beach Access 13, just 350 feet away! Although a favorite of locals and visitors, Access 13 has no public parking and only serves the immediate neighborhood. This crescent shaped beach and cove features Siesta Key's calmest clearest water and its white quartz sand and tide pools are perfect for relaxing. What could make this better Point of Rocks Reef is only 60 yards south!brbrThe LocationbrNo car needed. Nestled on a quiet street with no thru-traffic, businesses, or public parking. Walk just 1-min or 350 feet to the beach access. Walk 7-min to Siesta's top eco-adventures—boat, bike, jet-ski, and fishing tours. Prefer to relax Sunbathe on the pool deck, nap in the open-air living room. Hungry or thirsty Enjoy Siesta's top-rated seafood, ice cream, and waterfront dining all nearby. Just a 3-min walk to favorites like Big Water Seafood, The Spear Fish Grill, Crescent Club, and Orange Octopus.brbrReef SnorkelingbrSiesta Key is already paradise—now add one of the Gulf Coast's best snorkeling spots! Just 60 yards south, Point of Rocks offers safe, shallow waters filled with tide pools, colorful marine life, and shelling treasures. Most days you'll spot chameleons, sponges, mother-of-pearl shells, conch, and maybe even dolphins or turtles. Ideal for exploring by foot, snorkel, paddleboard, or kayak.brbrBedroom DetailsbrThis listing has three king bedrooms including a traditional master, second bedroom, and fully integrated mother-in-law apartment suitable for a small family. On the first floor (ground floor) is a king apartment with bath and separate living room containing a queen sleeper sofa and TV. The second-floor master bedroom (one floor above ground) has a door to the living area balcony and luxurious shower bath en-suite. The final second floor king bedroom is also a bigger sized room with a TV. The property features two living areas, four dining areas, and three full bathrooms. For a three-bedroom rental just 350 feet to the access of one of Siesta Keys best beaches, this is a very generously sized space. brbrBeach Gear ProvidedbrThis vacation rental comes with beach towels, chairs, carts, and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrWe provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrProperty TruthsbrThis home welcomes peaceful, respectful stays and is perfect for relaxing and reconnecting on Siesta Key. However, if you are visiting to host a party or other rowdy activity this rental is not a great fit. For a more lively location please ask us for a better option. brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTerms and RulesbrProhibited Activities - parties, electronically sourced music, groups exceeding eight adults, attempting to enter private owner garages storage-closets and other locked spaces, and, after 9:30PM, noise outside the unit registering above 40Dba. brPayments and Cancellations – payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival.brMinimum Age - The minimum age for anyone not traveling with a parent or guardian is 26 years of age. brOn Location Security Cameras - This location has outside front entry only security cameras. brHold Harmless - Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation.brIndemnification by Guest - Guest (renter) shall hereby indemnify and hold harmless the Property Manager and Property Owner against any and all claims by members or guests of Guest's party for personal injury or bodily harm; property damage or any loss arising from the use of the premises and its amenities, equipment and features regardless of the nature of the accident, injury or loss including but not limited to losses CAUSED BY THE NEGLIGENCE OF THE RELEASED PARTIES. Guest hereby RELEASES AND DISCHARGES the Property Owner, the Property Manager together with its owners, officers, directors, employees, sub-contractors and agents from any and all liability, claims, demands or causes of action that Guest and/or any member or guest of Guest's party may hereafter have for injuries/damages arising out of use of the premises, facilities, features, amenities and equipment.brGuest Responsibilities - It is the Guest's responsibility to learn about safety precautions, warning signs of water conditions, and safety procedures concerning using or being in the pool and/or spa and around the dock and canal areas if applicable. Guest agrees to have a responsible adult supervising minors and guests at all times when using any home features to include the pool and/or spa, waterside features or any equipment provided with the home. Guest is hereby notified that the pool and/or spa can be dangerous, and Guest accepts fully the risks involved. Guest acknowledges it is their responsibility to ensure all minors are supervised at all times, no diving is allowed in spa or pools, no running or rough housing around any outside water feature, no glassware or bottles in outside pool areas. Guest is further notified to be cautious when exiting the rear of the home as the pool, spa, deck areas and water access areas (if applicable) are open and in close proximity to the water and/or entryways and can be considered a hazard. Guest agrees to ensure that safety locks remain clasped when small children or minors are included in the guest party. There are no rails to prevent a fall into the pool, spa and/or canal areas (if applicable). Guest acknowledges the hazards of such open areas and accepts the full responsibility for the well-being of members of his party. Guest agrees to preview and accept full responsibility for use of the premises, features and amenities at the time of initial check-In, and acknowledges approval and acceptance of such by Guest's willingness to remain on the property.brbrTravel Insurance - If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

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$600.84

/ Nightly

Condo

Premium 3 Bedroom 3 Bath on Siesta Key Beach!

Siesta Key, Florida, United States

Siesta Key’s only luxury hotel. Sitting directly on Siesta’s Quartz Beach that offers the whitest and softest sand in the World that is always cool to the touch. Relaxing and making your memories is all that’s required but located just minutes is down town’s rich art and cultural community. In the village of Siesta, you’ll be welcomed to enjoy a cool beverage under the palm trees while listening to live music, take a stroll while you shop, or find many great local cuisines. Make sure to look for the local dolphins frolicking in our crystal-clear waters of the Gulf. Siesta Key beach, rated #1 in the country. The memories will linger long after your footprints in the sand have been washed away by the gentle waves.brbrOur stunning accommodations need to be experienced to be believed. The spacious floor plan is perfect for family vacations. Our suite is well appointed to 5-star standards and resort-quality amenities including multiple flat screen TVs, Bose® sound systems, jetted oversized bathtubs and multi-head rain showers, king-size Grand Beds, and a fully-stocked kitchens complete with Wolf, Miele and Sub Zero appliances. brResort fee covers the following items: complimentary valet parking, premium high speed wireless internet, local calls, newspaper, business center with print me station, notary service, Stay Fit health club, bike rentals, laptops based on request, in-room safe barbeque grills, in room coffee/tea, beach services (chairs, umbrellas, towels), and water sport rentals (kayaks, paddleboards, floats).brbrBedroom 1- KingbrBedroom 2- KingbrBedroom 3- Queen Murphy BedbrbrPlease Note: Golf-Carts are NOT allowed on property grounds.brbr*Minimum Age to Book: 25br*To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security authorization Hold taken upon check-in. Amount: $1,500

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$582.31

/ Nightly

Private Vacation Home

Siesta Key Waterfront House + Pool & Boat Dock!

Siesta Key, Florida, United States

Summary:brbrWaterfront luxury in the heart of Siesta Key. This 3-bed, 2-bath private pool home offers a rare combination of canal-front serenity and walk-to-beach convenience. Enjoy a private boat dock with direct Gulf access, kayaks you can drop in your backyard, relax on the sunlit lanai, and unwind with tranquil water views (spot manatees!). Just minutes from Siesta Key Beach, dining, and village shops—this is coastal Florida living done right. Bikes, Kayaks, Golf Clubs, and Beach Supplies all provided!brbrbrbrThe Space:brbrWATERFRONT | PRIVATE POOL | PRIVATE DOCK | BIKES & KAYAKS | MINUTES TO SIESTA KEY BEACH brbrbrbrWelcome to one of the most sought-after setups on Siesta Key—a canal-front, 3-bedroom pool home where you can walk to the #1 beach in the U.S., launch kayaks from your backyard, and park your boat at the house with direct access to Sarasota Bay and the Gulf.brbrbrbrThis 3-bed, 2-bath waterfront retreat sleeps up to 8 guests and combines the relaxed luxury of island living with unbeatable access to boating, beaches, dining, and Siesta Key Village.brbrbrbr PLEASE NOTE: There may still be ongoing construction at the neighbors house. As a result, there may be construction noise and materials. It can sometimes get very loud. We also cannot control whether neighbors choose to initiate construction/renovation projects. As a result - we do not issue refunds due to construction, construction noise, or amenity closures. brbrbrbrWhat Guests Love (from our reviews!):brbrbrbr⭐ “Beautiful home that felt like home”brbr⭐ “Even better than expected”brbr⭐ “Fished off the back dock and kayaked right from the house”brbr⭐ “Super clean, amazing pool, and incredible scenery”brbr⭐ “The team was responsive and went above and beyond”brbrbrbr✅ Why Book Our Home:brbrbrbr✔ RARE walk-to-beach + PRIVATE BOAT DOCK combination (no cost to park) brbr✔ Private pool with covered lanai overlooking the canalbrbr✔ Direct boating access—bring your boat or enjoy the kayaks (we provide kayaks!)brbr✔ Quiet WATERFRONT neighborhood, minutes from Siesta Key Villagebrbr✔ Bikes, kayaks, pool, dock—everything included, no add-onsbrbrbrbrSLEEPING & COMFORT brbrbrbr✓ 3 bedrooms: 2 King beds + 1 Queen bunk bedbrbr✓ Sleeps up to 8 guests comfortablybrbr✓ Hotel-quality linens, extra pillows, and hangersbrbr✓ Central air conditioning and heating throughoutbrbrbrbrBATHROOMSbrbrbrbr✓ Primary ensuite with dual sinks and walk-in shower (no tub)brbr✓ Second bathroom with Jack & Jill layout and tub/shower combobrbr✓ Towels, toiletries, and hair dryer providedbrbrbrbrKITCHEN & DININGbrbrbrbr✓ Fully equipped kitchen with dishwasher, oven, range, microwave, refrigerator, freezer, and kettlebrbr✓ Cookware, utensils, and dining essentials includedbrbr✓ Indoor dining plus outdoor grill for poolside mealsbrbr✓ Keurig & Coffee provided brbrbrbrENTERTAINMENT & AMENITIESbrbrbrbr✓ Comfortable living area with TV and high-speed Wi-Fibrbr✓ Private large screened POOL with solar heating brbr ‍♀️Guests are not permitted to access or adjust the pool heater themselves. If you would like the pool heated, please request it at least 72 hours in advance. Pool heating is available for an additional fee of $45 per day, and the owner will activate it remotely. Unauthorized use or activation of the pool heater without advanced notification will result in additional fees.brbr✓ Covered lanai with seating and canal viewsbrbr✓ Private dock with lift, plus kayaks ready to launchbrbr✓ Ideal for boating, fishing, swimming, and relaxing outdoorsbrbr✓ Bikes provided FREE for guests! brbrbrbrPARKING & LOCATIONbrbrbrbr✓ 2-car garage plus driveway parkingbrbr✓ Short walk to Siesta Key’s world-famous white-sand beachbrbr✓ Minutes to restaurants, cafes, bars, and shops in Siesta Key Villagebrbr✓ Peaceful canal-front setting with quick access to open waterbrbrbrbrGuest Access:brbrGuests have full access to the entire home , including the private pool , lanai ☀️, boat dock, outdoor seating , kitchen , laundry , and 2-car garage — all just minutes from Siesta Key’s beaches ️ and village shops ️brbrbrbrThe Neighborhood:brbrLocated in the desirable Siesta Key area, just steps from the island’s famous white-sand beaches ️. Explore charming local shops ️, cafés ☕, and restaurants ️ in Siesta Key Village. Perfect for boating , fishing , or paddleboarding in the calm canals. Relax and enjoy a safe, friendly, and vibrant waterfront community.brbrbrbrGetting Around:brbrEasily explore Siesta Key and Sarasota by bike , car , or on foot . Beach trolley service is nearby for quick trips to Siesta Key Village and local beaches ️. Free parking is available for guests, and the home’s private dock makes boating and water adventures simple and convenient.brbrbrbrOther Things to Note:brbr⏰ Check-in / Check-out:brbrStandard check-in and check-out times are in place to allow our cleaning team to prepare every unit to our 5-star standard. Early check-in may be available upon request—just send us a message! Note, there is a per hour fee!brbrbrbr⚠️ A digital rental agreement MUST be signed prior to arrival, and you will need to provide a copy of a legal ID with a verification selfie. This cannot be done in person.brbrbrbr⚠️ Damage Waiver: Every reservation includes our Damage Waiver Program — you’re covered for up to $500 in accidental damage during your stay. Just relax and enjoy your trip, knowing little mishaps are taken care of. (Note, this is not insurance and does not replace travel or liability insurance; this self-funded protection covers up to $500 in accidental damage to contents only. Examples included linens, towels, and winebrbrbrbr Pest Note: We treat regularly, but Florida may have occasional pests. No refunds are issued for pest sightings, though we’re always happy to address concerns.brbrbrbr⚠️ Please be aware that certain situations beyond our control may occur, including construction or noise outside the unit, temporary closure of amenities, utility or city repairs, or other issues on neighboring properties or units. As these circumstances are beyond our control, we are unable to provide refunds for any relatedbrbrbrbr Pack ’n Plays must be requested in advance and are subject to availability. As these items are shared across our units, we kindly ask that you request one at the time of booking to confirm availability.brbrInteraction with guestsbrbrbrbrPLEASE NOTE:brbr- Additional supplies may be available conditionally, but we cannot guarantee anything. If you run short, there are plenty of nearby stores to purchase more supplies! The towels provided are intended for approximately the first 3 days of your stay. If you need to refresh them, you’re welcome to use the in-unit washer and dryer, or the laundry facilities available on the property (please note that laundry fees may apply). For stays of 5 nights or longer, you may request replacement towels, and we’ll do our best to provide them based on availability.brbrbrbr✓ ITEMS LEFT BEHIND. If a guest leaves personal items behind and requests their return, they are responsible for a $25 service fee plus packaging and shipping costs. We are not responsible for any loss or damage to left items once the guest has departed.brbrbrbrInteraction with Guests:brbrWe respect your privacy but are just a message or phone call away if you need anything during your stay. Whether it’s questions about the condo, local recommendations, or assistance with check-in/check-out, we’re happy to help. Our goal is to make your stay as comfortable and enjoyable as possible!

3

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2

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8

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$377.34

/ Nightly

Condo

Corner Unit, Privacy and Gulf front, First Floor - B114, Free Boat Docks

Siesta Key, Florida, United States

High demand upgraded first floor corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offers plenty of privacy and direct beach access. The washer and dryer is included by the kitchen. Unit has comfortable furnishings for families or couples and lovely tile throughout. brbrFisherman’s Cove, Siesta Key Gulf Front! Sandwiched between the Gulf and Blind Pass Lagoon which leads to Sarasota Bay, you can enjoy sunning or fishing from the Gulf or Lagoon or kayaking and paddle boarding. Our Siesta Key location on the island’s south end features the best shelling on the island as well. The Gulf waters are only 150 feet from your beachfront lanai. Enjoy romantic sunsets from the comfort of your apartment’s private terrace or directly on the beach. brbrYou can walk south along our beachfront and enjoy at least one mile of undeveloped property. Continue on if you wish for many miles of serenity to Casey Key.br brBring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of places in the area for storage. brbrNO Pets allowed. brbrThe on-site office staff is there to be of service.brbrDine at several excellent restaurants within walking distance, or drive to Crescent Beach approximately 2.5 miles north where there is a grocery and other stores and restaurant options. The Siesta Key Village is approximately 7 miles distance on the island. Off island trips bring you to diverse neighborhoods and shopping and dining areas within a 15 to 30 minute drive.brbrFisherman’s Cove, Siesta Key, is adjacent to Turtle Beach with picnic area, grills and boat ramp. You will drive through Turtle Beach Park to our gated community – leaving the traffic behind. Our south end of Siesta Key is known as the quieter end of the island and has a laid back feel. The action on the northern end is available via free trolley service or thru one of the free ride services that work for tips.

2

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2

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6

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$321.54

/ Nightly

Condo

Harbor Towers 202 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 202 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 202 is a freshly remodeled two-bedroom, two-bath condominium ideally located on the second floor within the Harbor Towers Yacht and Racquet Club. Overlooking the pool, tennis courts, and marina, this updated residence offers elevated views, modern upgrades throughout, and convenient access to everything that makes Siesta Key such a desirable destination.brbrHighlightsbr• Second-floor residence with water and amenity viewsbr• 2 Bedrooms / 2 Bathroomsbr• 13-night minimum stay communitybr• Overlooks pool, tennis courts, and marinabr• Screened lanai with bar-top seatingbr• Fully renovated interiorbr• New air conditioning systembr• Updated bathrooms, flooring, lighting, and fansbr• New appliances and beddingbr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrUnit 202 enjoys a prime vantage point overlooking Harbor Towers’ pool, tennis courts, and marina, offering a relaxing setting from the screened lanai. Guests also have access to the community’s standout shared amenities, including two heated pools, three Har-Tru tennis courts, and a 40-slip marina along the Intracoastal Waterway, creating a true resort-style atmosphere for extended stays.brbrThe interior has been thoughtfully renovated from top to bottom, featuring new flooring, updated lighting, ceiling fans, and modern finishes throughout. The refreshed kitchen includes new appliances and flows easily into the living and dining areas, creating a comfortable space to relax after a day on the island. The screened lanai with bar-top seating provides an inviting extension of the living space.brbrBoth bedrooms have been updated with new beds and furnishings, offering comfortable retreats for restful nights. Two fully renovated bathrooms serve the space, and the second-floor location provides easy access to the on site fitness studio and other community amenities.brbrRoom Detailsbr• Primary Bedroom: Updated furnishingsbr• Guest Bedroom: Updated furnishingsbrbrWith its elevated views, fresh renovations, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 202 by Tropical Sands Accommodations offers a polished and convenient Siesta Key escape. Relax on the lanai, enjoy the pool and marina views, and settle into island living. Book your stay and experience the best of Harbor Towers.

2

Bed

1

Bath

6

Sleeps

$323.99

/ Nightly

Condo

Harbor Towers 708 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers 708 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers 708, a beautifully maintained two-bedroom, two-bathroom Siesta Key vacation rental designed for comfort and extended coastal living. Located on Midnight Pass Road in one of Siesta Key’s most sought-after gated waterfront communities, this spacious condo is ideal for seasonal guests and longer stays with the required 13-night minimum. Enjoy easy access to world-famous Siesta Key Beach and Siesta Key Village while coming home to resort-style amenities and peaceful water views.brbrHighlightsbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 1 Queen, 1 Twinbr• 13-night minimum stay communitybr• Located on Midnight Pass Rdbr• Short drive to Siesta Key Beachbr• Gated waterfront communitybr• Two heated community poolsbr• Three Har-Tru tennis courtsbr• 40-slip marinabr• In-unit washer and dryerbrbrHarbor Towers offers one of the most amenity rich experiences on Siesta Key. Guests enjoy access to two heated pools surrounded by tropical landscaping, three tennis courts, and a private 40-slip marina. The gated waterfront setting provides both privacy and security, making it especially attractive for extended stays. Whether you begin your mornings with a swim, spend afternoons on the courts, or unwind overlooking the water, the community enhances every moment of your stay.brbrThis bright, open concept condo features a spacious living and dining area filled with natural light. Comfortable seating and a large television create an inviting place to relax after a day at the beach. The dining space flows seamlessly into the fully equipped kitchen, complete with granite countertops, full-size appliances, and ample cabinetry for longer visits. Whether preparing simple breakfasts or evening meals, the layout supports both everyday living and entertaining.brbrThe primary bedroom offers a king bed and an ensuite bathroom, creating a private retreat ideal for extended stays. Coastal tones and generous space provide a restful atmosphere for peaceful nights. The second bedroom features a queen bed and an additional twin bed, offering flexible sleeping arrangements for guests or visiting family members. A shared hallway bathroom is conveniently located nearby and easily accessible from the main living areas. Each bedroom is thoughtfully arranged to ensure comfort, storage, and privacy.brbrRoom Detailsbr• Primary Bedroom: King bed with ensuite bathroombr• Second Bedroom: Queen bed and twin bedbr• Shared hallway bathroombrbrThis residence includes in unit laundry, central air conditioning, elevator access, and secure building entry. The 13-night minimum stay requirement makes Harbor Towers 708 an excellent choice for snowbirds, remote workers, and guests seeking a longer Siesta Key retreat.brbrIf you are looking for a comfortable, well-appointed Siesta Key vacation rental within a gated waterfront community, Harbor Towers 708 delivers the perfect blend of location, amenities, and extended stay comfort. Reserve your dates today and experience the best of Siesta Key living.

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$630.26

/ Nightly

Condo

Beachfront Paradise with Private Beach Access, Pools, Tennis, Cabana Rentals & More at Palm Bay Club

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Palm Bay Club - 8th Floor on the Beach! brbr brbrPalm Bay Club is the ultimate destination for your Siesta Key beach vacation! This beautifully updated 8th-floor condo offers private beach access and luxurious resort amenities, perfect for a romantic getaway or a fun trip with friends. Enjoy the Gulf views, top-notch facilities, and everything this beach-to-bay community has to offer. brbr brbrLOCATION HIGHLIGHTS: brbr- Centrally located on Siesta Key, close to Siesta Key Village with restaurants, boutiques, and gelato shops brbr- Private beach access right outside the bulding brbr- Access to the Siesta Key free trolley along Midnight Pass Road and into the Village brbr- Nearby activities: Drum Circle at Sunset, water sports, biking, fishing, and beach walks brbr- Two heated communal pools, one overlooking the bay, hot tub brbr- Tennis/pickleball courts, communal grills, fitness room, communal laundry brbr- Fishing pier, boat slip rental available brbr brbrPROPERTY FEATURES: brbr- 1 bedrooms. 1 bathrooms 8TH floor condo (816 sq ft) brbr- Balcony with east facing views of Siesta Key brbr- Elevator accessible building brbr- Dedicated WIFI and cable brbr- Free parking available on premise brbr brbrLIVING ROOM: brbr- Comfortable furnishings with leather sofa sleeper for two brbr- Roku TV with streamed Direct TV brbr- Sliding doors open to balcony with seating for 2, east-facing views of the island brbr brbrKITCHEN AND DINING: brbr- Full kitchen with stainless appliances, solid stone countertops, and stocked cookware brbr- Cafe tables seats 2, two bar seats for breakfast or light meals brbr brbrBEDROOMS AND BATHROOMS: brbr- Two queen beds with leather chair to relax in brbr- Walk-in closet and sliders to access to open balcony brbr- Ensuite bathroom with tiled walk-in shower with glass doors and vanity 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 Village: restaurants from casual to fine dining, gelato shops, boutique shopping brbr- Beach & water activities: kayaking, paddle boarding, jet skis, and fishing brbr- Relax on the private beach, or rent cabanas and loungers with umbrellas brbr- Sunrise over the Bay and sunsets at the Gulf for unforgettable views brbr brbrIMPORTANT INFO: brbr- Complex rules: some units may restrict boats, motorcycles, trailers, jet skis, kayaks, golf carts, or oversized vehicles; check in advance brbr- One parking space per condo brbr- No pets. No smoking brbr brbrYOUR SLICE OF SIESTA KEY PARADISE IS WAITING. BOOK YOUR STAY AND LET THE BEACH BE YOUR PLAYGROUND!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.brbrThe complex will begin a window replacement project on October 3, with completion dates still to be determined. We will do our best to block off the calendar during the scheduled installation for this unit. Please be aware there may be construction noise, dust, and scaffolding present during the work.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

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