
Luxury rentals in Lido Key
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Top-rated luxury vacation rentals in Lido Key
Guests agree: these stays are highly rated for location, cleanliness, and more.

Island home with Pool and swim-up bar! Best
The Blue Crab by AMI Locals Holmes Beach Vacation Rental VRC-000057 Welcome to The Blue Crab, a stunning island retreat just two blocks from Holmes Beach. This luxurious four-bedroom, four-and-a-half-bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking relaxation, recreation,

400ft to Beach, Ocean View, Pool, in the Village
Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-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.

New Home with Pool, Spa, Waterslide - Seascape
Seascape by Lido Key Vacations Sarasota FL 34236 VR24-00004 Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. With a gorgeous private pool, spa, and waterslide, you'll be living in paradise! Plus, the rooftop deck offers incredible views, and it's only a block away from Lido Key Beach, where you can catch breathtaking sunsets. This vacation home is perfect for families and large groups seeking a memorable beach

Beach views, Pool and Spa, Golf Cart, Beach Bikes!
West Coast Best Coast by Exclusive Vacations 104 9th Street S, Bradenton Beach, FL 34217 TPL23-000099 Experience island luxury at West Coast Best Coast, part of our Exclusive Collection. This stunning seven-bedroom, seven and a half bath estate is just two houses from the beautiful Gulf on Anna Maria Island! Featuring a private pool with a sun shelf, in-ground spa, putting green, and a sprawling rooftop deck with panoramic water views, this exquisite home offers exclusive amenities

Seaside Haven by Duncan Real Estate
Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool home is located on the Avenues in Holmes Beach and just a short flipflop walk to the Gulf powdery white beaches. This house features tasteful coastal-themed dcor that prioritizes guest comfort. Its gourmet kitchen and open floor plan provide ample space for family gatherings, complemented by a functional and relaxing outdoor living area by the pool with a fire pit.

Gulf Views/Walk to St. Armands & Beach-Resort Pool
Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Per City of Sarasota's Rental Ordinance - This home must be rented for a minimum of 7 nights, and it has a max occupancy of 12 adults, *but children under 6 years of age do not count toward the City's max occupancy count. Vunique Vacations restricts the total occupancy of the home to 16 persons, including adults and children under 6 years of age.

Elevator, Endless Summer by SeaBreeze Vacation
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER 4/27/23! All Drivers must be over the age of 21. Driver’s must provide valid US Driver’s License and US Vehicle Insurance. Endless Summer is the latest addition to SeaBreeze Vacation's portfolio. Pristine, newly constructed home features 7 beds/6 baths, an elevator, fantastic pool & spa, an EV Charger, and is just a 4-minute stroll from the shoreline

Elegant 6BR Sarasota Home • Pool + Rooftop Views
Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom home offers luxury, comfort, and privacy, making it the perfect getaway for families, groups, and corporate travelers. With a heated pool, private rooftop terrace, and a detached guest house, this home offers a true resort-style experience just minutes from Siesta Key Beach, Lido Key, and downtown Sarasota.

60ft. Water Slide - Golf Simulator - Mini Golf
Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. The result? Unmatched value for travelers who expect more from their getaway.

Walk to St. Armands & Beach/Gulf Views/Resort Pool
Per City of Sarasota’s Rental Ordinance - This home must be rented for a minimum of 7 nights, and it has a max occupancy of 12 adults, *but children under 6 years of age do not count toward the City’s max occupancy count. Vunique Vacations restricts the total occupancy of the home to 16 persons, including adults and children under 6 years of age.

7Bedroom Luxury Home W/Private Pool on Siesta Key!
Welcome to Las Palmas! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 16 guests in this 7-bedroom, 7.5-bathroom home, complete with a private pool and spa area, fenced in yard, large full kitchen, dining room, two living spaces with a game room, and much more!

#1 Rooftop Deck w/ Gulf Views - Steps to Beach
This nearly beachfront home is just across the street from the world-famous Siesta Key Beach, and about a 3-minute walk or less than 1-minute bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more.
Popular amenities for Lido Key luxury vacation rentals
Other great luxury vacation rentals in Lido Key

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Coming in Hot! Rooftop Views + Pool & Spa!

New Home w/ Incredible Rooftop Deck!- Just Breathe

Luxury Home! Pool with Spa, Waterslide- Big Kahuna

Florida Fling

The Mystical Rose – Brand New Luxury Home with

Luxury Home with Pool and Rooftop Putting Green!

Bleuphoria! Rooftop Views and Poolside Fun!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park




