
Luxury rentals in Sarasota Beach
Find and book unique accommodations on Airbnb
Top-rated luxury vacation rentals in Sarasota Beach
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,

Pool and spa, Bikes, new luxury Home! - Moondance
Moondance by AMI Locals Home in Anna Maria, Florida Welcome to Moondance, a custom-built masterpiece located on one of the most private, prestigious streets with beach access just two houses away! This six-bedroom and six-and-a-half-bathroom home is designed to provide the ultimate luxury beach lifestyle. You'll love the exceptional amenities that make this getaway such a luxurious gem, including the sparkling pool and the premier rooftop deck offering mesmerizing Gulf of Mexico views. This

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.

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.

60ft. Water Slide - Golf Simulator - Mini Golf
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Located in the heart of South Siesta Key Village! You are literally steps to all South Siesta's restaurants, entertainment, shopping, markets, marina, and much more! This super fun entertainment district is literally at the end of your street, steps away, and it has something for everyone, which is why it's a guest favorite!

The Shady Mermaid by Duncan Real Estate
Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

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.

1 min to Beach & Pool - Shell-Abrate Good Times
Please note that this home is in close proximity to an ongoing construction project. Please inquire with the host for more information. Shell-Abrate Good Times by Siesta Key Luxury Rental Properties Home in Sarasota FL 34232 Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!

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 Sarasota Beach luxury vacation rentals
Other great luxury vacation rentals in Sarasota Beach

Experience Luxury at Go with the Flow! Lazy River

Coming in Hot! Rooftop Views + Pool & Spa!

New Home w/ Incredible Rooftop Deck!- Just Breathe

Florida Fling

Luxury Home with Pool and Putting Green!

Lido Luxe Estate: Rental with Pool & Rooftop Deck

NEW Home w/Pool and Putting Green-Gone Gulfin'

Waterfront Luxury Pool Home, Golf Cart, and Bikes!
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Beach house rentals Sarasota Beach
- Rentals with an EV charger Sarasota Beach
- Condo rentals Sarasota Beach
- Rentals with a washer and dryer Sarasota Beach
- Rentals with breakfast Sarasota Beach
- Pet-friendly rentals Sarasota Beach
- Rentals with a kayak Sarasota Beach
- Family-friendly rentals Sarasota Beach
- Beachfront rentals Sarasota Beach
- Rentals with a fireplace Sarasota Beach
- Rentals with outdoor seating Sarasota Beach
- Apartment rentals Sarasota Beach
- Fitness-friendly rentals Sarasota Beach
- Waterfront rentals Sarasota Beach
- Rentals with a firepit Sarasota Beach
- Cottage rentals Sarasota Beach
- Rentals with beach access Sarasota Beach
- Rentals with pools Sarasota Beach
- Townhouse rentals Sarasota Beach
- Rentals with a hot tub Sarasota Beach
- Rentals with a patio Sarasota Beach
- House rentals Sarasota Beach
- Luxury rentals Siesta Key
- Luxury rentals Sarasota County
- Luxury rentals Florida
- Luxury rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach
- Fort De Soto Park