Luxury rentals in Sarasota

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Top-rated luxury vacation rentals in Sarasota

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Luxe

An open patio features a large outdoor dining table and a ping-pong table, with views of the Gulf and palm trees. The sky is adorned with soft hues of orange and yellow during sunset, creating a serene atmosphere. The seaside landscape is visible beyond the well-maintained lawn.

Home in Sarasota

5 out of 5 average rating, 8 reviews

Sunset Gazers Paradise - Resort Pool - Mini Golf

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Endless Horizon is the most accurate description for this luxury Siesta Key vacation rental that is located directly on the Gulf of Mexico and provides some of the most remarkable views of the Gulf, Big Pass, Lido Key, and greater Siesta Key and Sarasota areas! This amazing home is a casual bike ride or walk to the world-famous Siesta Key Beach and Siesta Key ...

Luxe

The exterior showcases a multi-level vacation rental with balconies on each floor. A private heated pool and hot tub are positioned in the foreground. The property is surrounded by lush greenery and includes outdoor seating, providing an inviting setting for relaxation.

Home in Siesta Key

5 out of 5 average rating, 6 reviews

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.

Luxe

A serene outdoor space features a large pool surrounded by lush greenery. The pool area includes a hot tub and is complemented by neatly arranged lounge chairs on the patio. Tall palm trees and manicured grass enhance the tranquil atmosphere.

Home in Anna Maria

Lap of Luxury by Duncan Real Estate

Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a space for full relaxation. Lap of Luxury is only 150 steps from the white sand beaches of the Gulf of Mexico with beautiful views from every floor. It features 4 bedrooms and 5 and a half baths and is just a short stroll away from the historic shopping area along Pine Ave and the famous Bean Point beach area. Step through the zen inspired courtyard area to the main entrance.

Luxe

A spacious backyard is featured, showcasing a private pool with a tranquil water feature. Surrounding palm trees add to the tropical ambiance. Comfortable lounge chairs are placed poolside on well-manicured grass, inviting relaxation and enjoyment under the clear blue sky.

Home in Holmes Beach

5 out of 5 average rating, 4 reviews

Experience luxury! Pool, Rooftop, Near Beach!

The Colony by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to The Colony, a custom-built vacation home with a breathtaking private backyard that features a spacious pool, hot tub, and a covered patio, great for entertaining and making memories with your friends and family! This home has four bedrooms and four and a half baths and is close to the Gulf of Mexico and the white sandy beaches for viewing legendary Anna Maria Island sunsets.

Luxe

An aerial view captures a luxurious property surrounded by palm trees. A lagoon-style pool with a beach entry is nestled beside a sandy area. A spacious deck with outdoor furniture is positioned above, showcasing a harmonious blend of outdoor relaxation and vibrant greenery.

Home in Sarasota

4.94 out of 5 average rating, 17 reviews

Lagoon Pool/Slide/Spa - Beach Volleyball/Ping Pong

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Looking for your Lost Shaker of Salt? Well, you've found it in this luxury rental home on Siesta Key that pays homage to the late, great Jimmy Buffet and the theme behind his music - paradise, good vibes, and of course great cocktails with better friends! And what better house than one in the South Siesta Village entertainment district?

Luxe

The exterior of a three-story vacation home is highlighted, showcasing large glass doors and multiple balconies. Lush greenery surrounds the property, while a rooftop deck can be seen, providing additional outdoor space. The driveway offers ample parking with two garage spaces visible.

Home in Lido Key

5 out of 5 average rating, 4 reviews

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.

Luxe

The outdoor pool area features a spacious, curved saltwater pool with an integrated hot tub. Lush greenery surrounds the pool, complementing the home's elevated structure, which boasts multiple outdoor seating areas. Large windows reflect the evening sky, creating a serene ambiance.

Home in Sarasota

4.91 out of 5 average rating, 11 reviews

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!

Luxe

A spacious bedroom features a large wooden bed adorned with a blue and white patterned blanket. Two bedside tables with lamps frame the bed, and decorative pillows enhance the overall aesthetic. Natural light filters through shuttered windows, accentuating the stylish accent wall.

Home in Bradenton Beach

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

Luxe

The modern exterior of the home features a clean white facade with large windows, providing natural light. A welcoming entrance is marked by stylish light fixtures and palm trees, while colorful landscaping enhances the overall curb appeal.

Home in Arlington Park

5 out of 5 average rating, 3 reviews

2440 Arlington Park Luxury House

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.

Luxe

Home in Sarasota

5 out of 5 average rating, 8 reviews

Sport Court Feat. Pickleball - Theatre Room - Pool

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! This spectacular luxury rental home is literally steps to all the South Siesta Village restaurants, entertainment, shopping, markets, marina, and much more! This super fun entertainment district is literally at the end of your street, just steps away, and it is a guest favorite!

Luxe

The four-story home is surrounded by lush greenery, featuring a private pool with lounge chairs positioned nearby. Balconies overlook the pool area, inviting relaxation. The exterior design highlights large windows, allowing natural light to brighten the living spaces.

Home in Siesta Key

4.95 out of 5 average rating, 19 reviews

Seconds from the beach! Pool, Games-Ocean Overlook

Ocean Overlook by Siesta Key Luxury Rental Properties Home in Sarasota, Florida Your dream vacation awaits at Ocean Overlook! This four-story home is just one house from the sparkling Gulf of Mexico beach! With eight bedrooms and eight full baths, two half baths, and an amazing backyard with a sparkling pool, spa, BBQ area, and so much more, this is the perfect beach home for large groups.

Luxe

An aerial view of a modern coastal home highlights its spacious rooftop deck with ample seating. Surrounding palm trees and a backdrop of the Gulf of Mexico contribute to a serene coastal setting under a bright blue sky.

Home in Lido Key

5 out of 5 average rating, 4 reviews

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.