Villa holiday rentals in Sarasota County

Find and book unique villas on Airbnb

Top-rated villa rentals in Sarasota County

Guests agree: these villas are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Guest favourite

Villa in Sarasota

3650 White Pine

Amazing Villages Des Pins complex with heated pool, hot tub, two tennis courts, putting green, club house with pool table and nice grilling area; just minutes from Siesta Key beaches, shopping and restaurants! Tastefully updated and completely refurnished 2 bedroom -2 bathroom villa is just few steps from the pool. It features modern, fresh design, aesthetic floor plan, spacious living and dining area, vaulted ceilings, screened in lanai and attached one car garage. It's a resort style vacation!

4.9 out of 5 average rating, 40 reviews

Superhost

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.

Villa in Lido Key

Lido Beach Villa | Steps to Beach & St. Armands

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 dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

4.88 out of 5 average rating, 243 reviews

Guest favourite

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 Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

Welcome to Paradise Villa! Location is everything! Come vacation in this gorgeous new modern farmhouse, right in the heart of Sarasota. You’ll be just a short drive from the world famous Siesta Key Beach, Downtown Sarasota, and Lido Key Beach. Courtesy golf cart and 7 passenger 2026 Rivian R1S. Also featuring a new heated Pool, Hot Tub and Sunken Gas Fire Pit. For the “work from home” travelers we feature a work station and two sources of internet. FIOS & Starlink Satellite. CERT 25-VR-000010

4.88 out of 5 average rating, 69 reviews

Top guest favourite

A charming villa exterior is depicted, featuring a bright façade with a red-tiled roof. Lush green landscaping surrounds the property, with palm trees and various shrubs casting soft shadows on the well-maintained grass.

Villa in Sarasota

Sunshine Get Away! Pool, Beach & Fun!

Completely Remodeled! Sunlight floods through every window of this end unit. All tile floors, granite counters, new appliances and all new furnishings. Fully equipped with everything you need to enjoy a carefree stay. King size bed in the master bedroom. Full size and twin bed in the guest bedroom. Peek a boo view of golf course and privacy green space view from lanai. Minutes from Westfiled Sarasota Square Mall, golf, restaurants and Siesta Beach which was recently named #1 beach in the USA.

5.0 out of 5 average rating, 34 reviews

Guest favourite

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 South Sarasota

Robinhood Beach Villa Near Siesta Key Beach

Book your Summer 2026 getaway - 30% off stays of 28+ nights. Pet-friendly Robinhood Beach Villa near the #1 rated - Siesta Key Beach, downtown, Trader Joe’s, restaurants & SRQ. Enjoy a remodeled bath, stocked kitchen, T-Mobile 5G Wi-Fi, smart-lock self check-in, beach gear, assigned parking for 2 cars, private front-yard dining table & umbrella w/ seating for 5, & a charcoal grill. The shared fenced backyard w/ fire pit & propane grill. Best for 2 to 4; sleeps up to 6 with bonus 3rd bedroom.

4.89 out of 5 average rating, 55 reviews

Top guest favourite

Villa in Sarasota

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A…

4.98 out of 5 average rating, 64 reviews

Top guest favourite

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Luxury Villa with Pool, Game Room, Near Beach

Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

4.99 out of 5 average rating, 143 reviews

Guest favourite

An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.

Villa in Englewood

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

4.99 out of 5 average rating, 144 reviews

Guest favourite

A light-filled bedroom contains two twin beds covered in soft blue bedding adorned with coral patterns. A dresser is positioned between the beds, and large windows with blinds provide natural light. Light curtains complement the neutral wall color, contributing to a serene setting.

Villa in Sarasota

Cozy, pet-friendly Home 3 miles to Siesta Key #1

Relax with your family & friends in this pet-friendly single story home in a quiet neighborhood, located within minutes from Siesta Key! This 3-bedroom home comfortably sleeps up to 7 people with 6 beds available. Other amenities include: - Central location: Siesta Key 3 miles away, Lido Key 4 miles - No stairs - Fenced in backyard, water and pet food bowls - Soft luxury bath towels - Beach chairs, umbrella, cooler, toys - Instant Pot, French press, dishwasher

4.86 out of 5 average rating, 139 reviews

Guest favourite

The living area features a green sofa adorned with decorative pillows, paired with a round coffee table on a jute rug. A warm brick fireplace complements the space, which opens up to the pool area through large windows framed by sheer curtains.

Villa in Sarasota

Perfect Location w/ pool -close to beach or DT!

Only 1 mile from the crystal white sands of Siesta Beach, have fun in this midcentury modern tropic-inspired private villa w/gorgeous heated pool (shared with a 1 bedroom apt) & outdoor lounge with two firepits. Comfortable queen size beds are dressed in bamboo linens, Living room is an island oasis with a flat-screen TV, great WiFi, and cozy seating. Kitchen is fully appointed w/everything you need, right down to the barware needed for an icy cold cocktail.

4.76 out of 5 average rating, 302 reviews

Superhost

The exterior of a single-story home is showcased, featuring a covered entryway with double doors. Lush greenery, including potted palm trees and trimmed shrubs, frames the entrance. A concrete path leads through a pebble-strewn area, offering a welcoming appearance on a sunny day.

Villa in Sarasota

Paradise Villa- Sarasota

Relax with the whole family at this peaceful place to stay. Lovely furnished 3/2 home, freshly remodeled. Heated swimming pool. Great location to the word famous top-rated beaches -Siesta and Lido Key. UTC mall, restaurants, great shopping, golfing, Jungle Garden, aquarium, The John and Marble Museum of art and much more. The pool can be heated on request 72 hours notice is required and a pool heating fee of $35 per day plus tax must be paid prior to check in.

4.8 out of 5 average rating, 100 reviews

Guest favourite

The living room is designed with a neutral color palette, featuring a large screen TV mounted on the wall. A blue sofa and yellow armchair provide comfortable seating, while a stylish coffee table sits at the center. Natural light enhances the welcoming atmosphere.

Villa in Sarasota

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown Sarasota. 2 bedrooms and 2 bathrooms. All the modern conveniences including a new 75" smartTV, kitchen, private yard & free parking. Ground floor villa offering 2 bedrooms & 2 bathrooms. Bedroom 1 has a king sized bed, Bedroom 2 has 2 twin beds & the living room has a pull out sleeper sofa. BBQ available out back for grilling. Updated 2023.

4.85 out of 5 average rating, 112 reviews