Villa vacation rentals in Longboat Key

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Top-rated villa rentals in Longboat Key

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Top guest favorite

Lush greenery frames the entrance of the villa, featuring vibrant yellow flowers and neatly trimmed hedges. Soft light filters through the palm leaves, creating a serene pathway leading to the inviting entryway, surrounded by a tropical landscape.

Villa in Sarasota

5 out of 5 average rating, 37 reviews

Siesta Villa

NEW to Airbnb - 1,478 SF Villa, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. 7-night min. *AC in the lanai, enclosed with hurricane sliding doors and daybed provides a comfortable place to relax or take a nap. LED string lights provide a romantic ambiance. * HIGH SPEED INTERNET (200 mbps) *Enjoy the beautiful pool and spa *Modern Kitch w Quartz tops *Master BR suite & 2nd BR separated by two baths *Bikes, beach chairs, towels, coolers, racket sport equip.

Guest favorite

The exterior of the villa features a light-colored facade with inviting landscaping. Tropical plants and palm trees are positioned around the entrance, which is framed by large windows and a welcoming pathway made of stone pavers leading to the front door.

Villa in Nokomis

4.92 out of 5 average rating, 158 reviews

May SALE! Beach Sarasota! New Reno Villa 2BR/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Guest favorite

A stylish entrance is framed by lush palm trees and neatly arranged greenery. A stone pathway leads to a spacious front porch with modern railings and a prominent double door, presenting an inviting first impression of the villa.

Villa in Tampa

4.89 out of 5 average rating, 19 reviews

Luxury Pool Villa in Upscale Tampa Centrally Loctd

Surround yourself in this spacious, 3500 sf of luxurious finishes for your party to relax comfortably in. 5 Bedrms 5 Bath villa is the perfect choice. Heated Pool & outdoor entertainment awaits you. Stunning equipped kitchen, spa like bathrooms, and cozy bedrooms will astound you. The master bedroom features a king-sized bed & the other three bedrooms offer queen bed, two full-size beds & pair of twin size beds. Busch Gardens: 8min / Downtown: 17min / USF: 8min / Clearwater: 45min / Orlando :1hr

Superhost

A light-filled living area features soft, neutral-toned sofas arranged around a glass coffee table atop a textured area rug. Decorative elements, such as a floral arrangement and softly glowing lamps, complement the inviting atmosphere. A doorway leads to the kitchen, enhancing the open layout.

Villa in Sarasota

4.85 out of 5 average rating, 116 reviews

Updated Downtown Sarasota Villa, 2b/2b

Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

Top guest favorite

A spacious living room features a large sectional sofa adorned with green pillows and a coffee table placed on a vibrant area rug with palm leaf designs. A flat-screen TV is mounted on the wall, complemented by decorative accents and artwork throughout.

Villa in Safety Harbor

5 out of 5 average rating, 134 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Superhost

A bright and inviting bedroom features two twin beds adorned with a coastal-themed bedspread. Large windows allow natural light to fill the space, framed by turquoise curtains. A bedside table with lamps sits between the beds, complemented by cheerful nautical decorations on the walls.

Villa in Sarasota

4.75 out of 5 average rating, 126 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Your home away from home! Relax with your family & friends in this single story duplex in a quiet neighborhood, located a few miles from Siesta Key and Lido. Featuring original terrazzo floors and 3 br, this home offers a perfect cool and comfortable getaway for your family and pet. - Sleeps 7 people - Central location: Siesta Key 3 miles away Lido Key 4 miles - Fenced in backyard - Soft luxury bath towels - Beach chairs, umbrella, rolling cooler, toys - Fully stocked kitchen with Instant Pot

Superhost

Villa in Lido Key

4.89 out of 5 average rating, 202 reviews

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Superhost

The villa's exterior is framed by lush greenery, showcasing a spacious garden area. A large tree provides shade near the screened-in porch, where outdoor living can be enjoyed. The well-maintained lawn is vibrant under bright blue skies, enhancing the relaxing outdoor environment.

Villa in Siesta Key

4.81 out of 5 average rating, 70 reviews

Paradise Villa on Siesta Key

Beachy villa on Siesta Key that makes you feel like you're REALLY on vacation! Located on ground level so no stairs to carry beach gear up. Walking distance to two beautiful white sand Siesta Key beach access points. Screened in private lanai/porch to relax, read or eat in while still being outdoors. Walking distance to many great restaurants, stores & marina/activities. Heated pool is great after a day at the beach. Covered carport parking. Free shuttle stop close by to explore Siesta Key.

Superhost

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, 4 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

The newly remodeled 2 bed / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and HD TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a HD TV. The comfortable living room is furnished with plenty of seating, a HD flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you'll need for cooking and entertaining!

Superhost

A bright bedroom features a spacious bed with a patterned coverlet and decorative pillows. Two lamps provide soft lighting on either side, while a ceiling fan hangs above. Sliding glass doors with vertical blinds lead to an outdoor area, complemented by neutral carpeting.

Villa in Sarasota

4.87 out of 5 average rating, 30 reviews

3690 White Pine

Short distance to Siesta Key beaches, golf courses, shopping, restaurants and downtown. Resort style Community with large heated pool, hot tub, 2 tennis courts (one with lights), club house with pool table and space to rent for parties, grills, lakes and much more. 2 bedroom, 2 bath villa, 1 car garage and screened-in lanai, split floor plan, high ceilings, very light and bright. 3 TVs, Wifi Internet service provided. Guest Bdrm with 1 queen and 1 twin size beds.

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, 27 reviews

(BAYC) Heated Pool Villa. Boat rental available

Discover pure luxury at our centrally-located 4-bedroom contemporary pool villa. Unwind in the game room with billiards and a 3000-game arcade machine. Engage in chess on our custom table or lounge by the pool on comfy chairs and hammocks. Delight in outdoor dining with a tranquil poolside fountain. This lavish retreat offers modern comfort and endless entertainment. Book now for an unforgettable getaway.

Superhost

An aerial view captures the spacious waterfront villa, surrounded by lush greenery and landscaped grounds. The enclosed pool area is visible, emphasizing the outdoor living space. Nearby homes are distanced, enhancing the sense of privacy in this tranquil neighborhood.

Villa in Port Charlotte

4.81 out of 5 average rating, 16 reviews

Waterfront Villa - Heated Pool - Pet Friendly

Indulge in unparalleled luxury at our 4-bed, 3.5-bath waterfront villa, fully loaded for ultimate convenience. Immerse yourself in a private oasis featuring an enclosed pool. Hosted by seasoned hospitality experts, anticipate attentive service, ensuring your stay is a seamless blend of comfort and sophistication. Your every desire met in a haven where experience meets excellence.