
Luxury rentals in Sarasota
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Sarasota
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury Home with Pool and Rooftop Putting Green!
Shore Is Paradise by AMI Locals 315 N Bay Blvd, Anna Maria, Florida VR20-000087 Welcome to Shore Is Paradise, a beautifully designed four-bedroom, four and a half bath vacation home overlooking Bayfront Park on the north end of Anna Maria Island. With sweeping bay views, a private pool and spa, and a two-level rooftop deck with a putting green, this coastal retreat offers the perfect blend of relaxation and walkable island living. Located just steps from Pine Avenue and about a 10-minute

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.

Island home with Pool and swim-up bar! Best
The Blue Crab by AMI Locals 7606 Marina Drive, Holmes Beach, FL 34217 VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three 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

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.

Salty Oak
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

The Oasis
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Seascape
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Elevated Perspective
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Beachfront Luxury - Resort Pool - Steps to Village
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Beach Break
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. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

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.
Popular amenities for Sarasota luxury holiday rentals
Other great luxury holiday rentals in Sarasota

Experience Luxury at Go with the Flow! Lazy River

Luxury home with Golf Cart, Bikes, Pool and Spa!

New Luxe Home with Rooftop Deck, Pool, Spa, Air

Coming in Hot! Rooftop Views, Pool and Spa!

Beachfront Home with Pool, Golf Cart and Bikes!

The Mystical Rose – Brand New Luxury Home with

New luxury home with rooftop deck - Seashell Esta

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




