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

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

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.

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!
Popular amenities for Sarasota luxury vacation rentals
Other great luxury vacation rentals in Sarasota

Experience Luxury at Go with the Flow! Lazy River

Private Pool and Game Room! - Boundless Waves

Coming in Hot! Rooftop Views + Pool & Spa!

New Home w/ Incredible Rooftop Deck!- Just Breathe

Florida Fling

The Mystical Rose by AMI Locals

Lido Luxe Estate: Rental with Pool & Rooftop Deck

Luxury Home with Pool and Rooftop Putting Green!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with breakfast Sarasota
- Rentals with an EV charger Sarasota
- Rentals with pools Sarasota
- Condo rentals Sarasota
- Cottage rentals Sarasota
- Apartment rentals Sarasota
- Rentals with a kayak Sarasota
- Rentals with beach access Sarasota
- Pet-friendly rentals Sarasota
- Rentals with a fireplace Sarasota
- Fitness-friendly rentals Sarasota
- Beachfront rentals Sarasota
- Guesthouse rentals Sarasota
- House rentals Sarasota
- Bungalow rentals Sarasota
- Smoking-friendly rentals Sarasota
- Rentals with lake access Sarasota
- Villa rentals Sarasota
- Family-friendly rentals Sarasota
- Tiny house rentals Sarasota
- Boutique hotels Sarasota
- Rentals with a patio Sarasota
- Rentals with a washer and dryer Sarasota
- Rentals with outdoor seating Sarasota
- Private suite rentals Sarasota
- Waterfront rentals Sarasota
- Beach condo rentals Sarasota
- Rentals with a hot tub Sarasota
- Beach house rentals Sarasota
- Townhouse rentals Sarasota
- Rentals with a fire pit Sarasota
- Luxury rentals Sarasota County
- Luxury rentals Florida
- Luxury rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Splash Harbour Water Park
- Englewood Beach
- Manasota Key Beach
- Things to do Sarasota
- Nature and outdoors Sarasota
- Things to do Sarasota County
- Nature and outdoors Sarasota County
- Things to do Florida
- Food and drink Florida
- Tours Florida
- Entertainment Florida
- Art and culture Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Wellness Florida
- Sports activities Florida
- Things to do United States
- Art and culture United States
- Sports activities United States
- Sightseeing United States
- Tours United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States
- Food and drink United States




