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Villa vacation rentals in Longboat Key

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Longboat Key villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Guest favorite
A spacious living area is featured, showcasing modern leather sofas arranged around a wooden coffee table. A large flat-screen TV is mounted on the wall, displaying a serene landscape. Potted plants add greenery, while natural light floods the room through expansive windows.
Villa in Riverview
5 out of 5 average rating, 20 reviews

Casa Del Sol

Guest favorite
Villa in Sarasota
4.98 out of 5 average rating, 42 reviews

Luxurious 4-Bedroom Retreat near Siesta Key

Superhost
A sparkling pool is featured within a screened-in area, surrounded by brick pavers. Comfortable lounge chairs are positioned beside the water, while a dining table with chairs is visible in the shaded area. Lush greenery is present in the background, enhancing the outdoor setting.
Villa in Bradenton
5 out of 5 average rating, 4 reviews

Florida Villa Sunrise - 4 Bedroom Home with Pool

Top guest favorite
A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.
Villa in Sarasota
5 out of 5 average rating, 9 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

Top guest favorite
A modern living space is presented with a spacious sofa and armchairs, arranged around a central coffee table. A large flat-screen TV is mounted on the wall opposite the seating area, with light walls and wood-look flooring enhancing the open layout.
Villa in Largo
5 out of 5 average rating, 44 reviews

10 Minutes to Beaches! Mint House

Guest favorite
An outdoor area features a lighted splashpad at the center, surrounded by pavers and tropical landscaping. Lounge chairs are positioned nearby, offering a relaxing spot to enjoy the serene atmosphere as soft lights illuminate the garden under a sunset sky.
Villa in Sarasota
4.96 out of 5 average rating, 45 reviews

Coastal Villa w/ Amazing Courtyard - Splash Pad!

Top guest favorite
An enclosed lanai features a heated pool with a curved shape, surrounded by a concrete deck. Colorful lounge chairs in green and red provide seating options. Lush greenery is visible outside the screened area, contributing to a serene outdoor environment.
Villa in Bradenton
5 out of 5 average rating, 40 reviews

River Pointe 3/2 Lakefront Home with Heated Pool

Guest favorite
A modern kitchen features sleek cabinetry, stainless steel appliances, and a central island with seating. Light-colored countertops and wood grain flooring create a bright and inviting space. Natural light is provided by a window, while an open layout connects the kitchen to the living area.
Villa in Sarasota
4.83 out of 5 average rating, 53 reviews

Your own tropical paradise in Sarasota

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Luxury villa rentals

Guest favorite
A heated pool and spa are illuminated by warm outdoor string lights in the evening. The pool area features a red umbrella-covered table and chairs, along with lounge seating arranged on a brick patio surrounded by greenery.
Villa in Davis Islands
4.98 out of 5 average rating, 52 reviews

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Guest favorite
An outdoor space features a circular fire pit surrounded by several black Adirondack chairs, all set on gravel. The background showcases a heated pool and spa, with a vibrant sunset sky illuminating the scene. The villa and dining area are visible, enhancing the inviting atmosphere.
Villa in Seminole
4.96 out of 5 average rating, 47 reviews

Modern Luxury Retreat - Heated Pool Spa, Game Room

Top guest favorite
A serene outdoor pool area is enclosed by a screened structure, allowing for a private retreat. Sun loungers are positioned beside the clear, inviting water, and lush greenery surrounds the pool, enhancing the tranquil setting.
Villa in Tampa
5 out of 5 average rating, 78 reviews

Luxury home in the heart of South Tampa & POOL!

Guest favorite
A serene outdoor area features a sparkling pool, surrounded by a lush green landscape. Two shaded lounges with drapes are visible, adorned with warm string lights. A tropical-themed inflatable floats in the pool, enhancing the inviting atmosphere for relaxation and recreation.
Villa in Bradenton
4.89 out of 5 average rating, 35 reviews

Heated Pool - Hot Tub - Outdoor Kitchen/Theater

Guest favorite
A tranquil pool area is highlighted by a sparkling blue water surface, surrounded by lush greenery. Comfortable lounge chairs are arranged nearby, adorned with striped pillows. A gentle waterfall feature adds a serene touch, while a privacy fence encloses the space.
Villa in Tampa
5 out of 5 average rating, 28 reviews

(BAYC) Heated Pool Villa. Boat rental available

Guest favorite
A rooftop terrace is shown with two lounge chairs and a small table. A large umbrella provides shade, while a view of the waterfront and city skyline is visible in the background. The sky displays soft hues of purple and pink, enhancing the serene setting.
Villa in Clearwater Beach
4.97 out of 5 average rating, 36 reviews

4 min Walk to Beach, Pool, Hot Tub, Roof Deck

Guest favorite
A heated pool is surrounded by comfortable loungers and shaded by a stylish cabana. A spacious patio area features outdoor seating, while lush greenery and tall trees create a serene backdrop under the clear blue sky.
Villa in Seminole
4.95 out of 5 average rating, 65 reviews

5 BR Luxury Beach Villa: Heated Pool & Games Room

Superhost
A private heated pool is surrounded by palm trees and a meticulously paved patio. The three-story home features a covered seating area with gray outdoor furniture and a staircase leading to the upper levels. Light filters in from large windows, enhancing the inviting outdoor space.
Villa in Holmes Beach
4.75 out of 5 average rating, 4 reviews

La Isla Bonita by Coastal Chic Vacations

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Villa rentals with a pool

Guest favorite
The dining area features a modern table with gold accents, surrounded by plush gray chairs. A stylish chandelier hangs above, illuminating the space. The open-concept layout offers a clear view of the adjacent kitchen and a spacious living area with a large television.
Villa in Palm Harbor
4.93 out of 5 average rating, 42 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

Guest favorite
An outdoor pool is featured, surrounded by a spacious deck with lounge chairs. A hot tub is adjacent to the pool, and a waterfront view includes a wooden pier extending into the water, framed by lush greenery and a clear blue sky.
Villa in Palmetto
5 out of 5 average rating, 22 reviews

The Sea House

Superhost
Villa in Sarasota
4.75 out of 5 average rating, 20 reviews

Tiki Bella Villa (Entire home with Pool)

A comfortable living area features two armchairs and a sofa arranged around a wooden coffee table. A wall-mounted television is positioned across from the seating. Sliding glass doors open to a balcony, allowing natural light to fill the space.
Villa in Longboat Key
4.56 out of 5 average rating, 39 reviews

Beach & Pool Access: Gulf Coast Villa w/ Balcony

Guest favorite
An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.
Villa in Sarasota
4.84 out of 5 average rating, 49 reviews

Relaxation awaits in this bohemian inspired villa

Superhost
Villa in Largo
4.86 out of 5 average rating, 64 reviews

Best deal in town!

A spacious backyard features a large saltwater pool, surrounded by a tiled patio. Sun loungers are positioned near the water, and a picnic table is visible on the grass. Lush landscaping and palm trees offer a tropical ambiance under a clear blue sky.
Villa in St. Petersburg
4.78 out of 5 average rating, 155 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

Guest favorite
Villa in Treasure Island
4.89 out of 5 average rating, 19 reviews

Luxury waterfront in the heart of treasure island

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Quick stats about villa rentals in Longboat Key

  • Total rentals

    10 properties

  • Nightly prices starting at

    R1,770 ZAR before taxes and fees

  • Total number of reviews

    320 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Longboat Key
  6. Villa rentals