
Villa vacation 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.

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.

NOV SALE! 1 min to beach, New!, PETS OK!, 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...:)

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, Pizza

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!

Robinhood Beach Villa near Siesta Key Beach!
Now Booking winter and spring getaways! Reserve your getaway dates for December through April now! 30% off stays of 28 night or more!! Updated bath & kitchen Enjoy 4k TV and a work station inside, or our BBQ propane grill & fire pit outside in the large backyard w/ privacy fence. Walkable to great restaurants like Walt's Fish Market & Trader Joe's (across the street) & other shopping stores. We are only a few miles from the #1 Beach in the USA, Siesta Key Beach! Dogs up to 50lbs welcome.

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!

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! #VR20240094357

Heated pool/Jacuzzi/Pickleball/3637YPC
Just steps to the heated community pool, hot tub, clubhouse and tennis/pickleball courts. Spacious villa (sleeps 5 ) with 2 bdrm, 2 bath, 1 car garage and screened in lanai. Open and bright. Two outside sitting areas, one in front and one in the back lanai. Two community tennis courts (one with pickleball), putting green, shuffleboard, library and billiards. Close to Legacy Trail, Downtown Sarasota and Venice. Multiple Beaches within a 15 min drive including Award Winning Siesta Key Beach.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!

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

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.
Popular amenities for Sarasota County villa rentals
Private villa rentals

Vacation Villa/Resort Pool 4 miles to Siesta Key

Great after Milton-Stunning Waterfront! bv

Luxury waterfront heated pool villa

Luxury house with huge patio

Palm Paradise: Near Beach, Heated Salt Water Pool

The Citrus Hideout – SK Collection

Fully renovated villa on Siesta Key

Serene Venice Villa
Luxury villa rentals

Lautus Villa

2bedroom/2bath w/ shared pool on Siesta Key!

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Exquisite 4bedroom Villa Heated Pool Sarasota Area

Relaxation awaits in this bohemian inspired villa

Mermaid Villa Ocean Front!

Coastal Villa w/ Amazing Courtyard - Splash Pad!

Villa Siesta, Secret Downtown Treasure-heated Pool
Villa rentals with a pool

Siesta Key Beach Villa

VIlla Venice

Family pool home near beaches & golf. May-June

Luxurious Family Villa with pool 29 min the beach

Secret Oasis canal front and heated pool

No Car Needed! Walk to Beach, Pool, Nightlife

ENDLESS SUMMER Villa with heated salt water pool

2025 Remodeled private villa, 6 min walk to beach
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Manasota Key Beach
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel
- Lakewood National Golf Club
- Myakka River State Park
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