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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

Superhost
A spacious balcony showcases comfortable seating with colorful Adirondack chairs in red and yellow. The railing offers an unobstructed view of the surrounding area and the water. A bright sky with scattered clouds enhances the inviting outdoor space.
Villa in Bradenton Beach
4.81 out of 5 average rating, 32 reviews

Short walk to the beach-Unit A

Superhost
A charming beach home is set among palm trees, with a landscaped garden featuring colorful plants. A gravel pathway leads to the entrance, and patio seating is visible in the background, inviting guests to enjoy the outdoor space.
Villa in Anna Maria
4.9 out of 5 average rating, 20 reviews

Northshore BeachHouse West Anna Maria Island

Guest favorite
A bright kitchen features a cheerful, colorful wallpaper with a playful design. A traditional farmhouse sink is situated on a light blue countertop, accompanied by various kitchen utensils and knives mounted on the wall. A vibrant yellow door complements the lively aesthetic, inviting natural light.
Villa in Gulfport
4.89 out of 5 average rating, 89 reviews

Cozy funky duplex with KING bed

Guest favorite
An inviting outdoor space features a sparkling pool surrounded by patio furniture, ideal for relaxation. The property includes well-maintained gardens and a charming exterior of the villa, showcasing its spacious layout and resort-like atmosphere. Multiple living areas add to the comfort of the home.
Villa in Sarasota
4.98 out of 5 average rating, 41 reviews

Luxurious 4-Bedroom Retreat with Pool

Guest favorite
A comfortable living and dining area is showcased, featuring a glass dining table with white wooden chairs. A cozy sectional sofa is arranged around a coffee table, with a rug underfoot. Natural light filters through two windows, complemented by decorative artwork on the walls.
Villa in Sarasota
4.91 out of 5 average rating, 23 reviews

Robinhood Beach Villa near Siesta Key Beach!

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

Guest favorite
A single-story home is set amidst lush landscaping and palm trees. The exterior features a light green color with a covered front porch. A stone-paved driveway leads to the entrance, surrounded by neatly arranged white gravel and vibrant greenery.
Villa in Sarasota
4.93 out of 5 average rating, 55 reviews

Palm Paradise: Near Beach, Heated Salt Water 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

Top guest favorite
An aerial view showcases a coastal neighborhood along the intracoastal waterway, featuring a single-story home with a gray roof and a landscaped front yard. Palm trees line the driveway, and nearby properties reflect a variety of architectural styles, emphasizing the serene waterfront setting.
Villa in Indian Rocks Beach
5 out of 5 average rating, 27 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

Guest favorite
Villa in Largo
4.94 out of 5 average rating, 50 reviews

Lux Villa w/heated Pool&Spa, Golf, Mins to Beach

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 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 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, 63 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

Guest favorite
A private outdoor pool surrounded by lush greenery is featured, with a gazebo in the background. Lounge chairs are positioned nearby, and colorful pool floats are scattered on the water's surface. The space is brightened by blue skies and white fluffy clouds.
Villa in Largo
4.97 out of 5 average rating, 97 reviews

Waterfront Heated Pool, Sleeps 20 - 4plex

Superhost
A spacious waterfront home is surrounded by green landscaping, palm trees, and open blue skies. A large heated pool is visible in the backyard, adjacent to a well-maintained deck. Comfortable seating is positioned on the sandy area by the water, providing a relaxing atmosphere.
Villa in Osprey
5 out of 5 average rating, 11 reviews

Paradise with a pool, pier and private beach area

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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, 41 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

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

Tiki Bella Villa (Entire home with Pool)

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

Best deal in town!

Superhost
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
4.76 out of 5 average rating, 34 reviews

Heated Pool Sleeps 20! Outdoor Kitchen/Theater

Superhost
The image features a serene private pool surrounded by a stone patio. A screened-in lanai is visible in the background, with seating arrangements that offer a relaxing view of the pool. The villa's vibrant exterior adds a welcoming touch to the outdoor space.
Villa in Sarasota
4.89 out of 5 average rating, 190 reviews

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

Superhost
The outdoor pool area features a spacious swimming pool alongside a hot tub. Surrounded by tall trees, the space offers a relaxing atmosphere with lounge chairs and umbrellas positioned around the pool deck. Clear blue skies enhance the inviting setting.
Villa in Sarasota
4.7 out of 5 average rating, 10 reviews

Charming 2/2 Village des Pins close to Siesta Key

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, 35 reviews

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

Guest favorite
A saltwater pool is featured with a large yellow inflatable duck wearing sunglasses. Water splashes create a lively ambiance, while a shaded patio area is visible in the background. Roller coasters can be seen beyond the pool area, highlighting the proximity to attractions.
Villa in Tampa
4.91 out of 5 average rating, 116 reviews

Busch Gardens Deluxe Edition w/heatedpool

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Quick stats about villa rentals in Longboat Key

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 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