
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.

Florida Serene Luxury Retreat | Pool & Spa Oasis
✨ Brand-new 3BR/2BA Venice home designed for comfort, privacy, and quality stays. Located on a quiet dead-end street with no through traffic. Each bedroom features a king bed and 65” smart TV 📺. Enjoy a private saltwater pool & hot tub, fully fenced yard, and elegant outdoor mood lighting Open-concept layout, fully stocked kitchen, and a 75” smart TV in the living room. Ideal for families, couples, and guests seeking a clean, peaceful and well-maintained retreat near Venice beaches 🏖️.

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.

3685 White Pine Court, Sarasota, Florida
Village Des Pins is park like setting with lakes,pine trees, oversized heated pool,Jacuzzi,2 lighted tennis courts, Basketball court, shuffleboard,putting green and picnic area with grills. Located just minutes from white sand Siesta Key Beach - voted the best beach in USA, Westfield shopping mall with 140 stores, restaurants, movie complex and food court. This 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai.

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!

Apr SALE! New modern 1 min to Beach, Yard, Pets OK
Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

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!

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.

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

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

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

Cheerful 3-bed villa with heated pool+beach staff

Clean & Modern, Close to Beach, Shopping, Food!

The Beachwood Hideout | SK Collection

Gorgeous Waterfront! Mermaid's Retreat Wows!

Tiki Bella Villa (Entire home with Pool)

Vacation Villa/Resort Pool 4 miles to Siesta Key

Charming 1-Bedroom Villa

Luxury heated pool villa open Feb and March 2027
Luxury villa rentals

Lautus Villa

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Relaxation awaits in this bohemian inspired villa

Glamorous 3BR Villa w/Pool | Walk to Dining

Cheerful 4-bedroom Villa with heated pool.

Waterfront Unique Euro Villa heated salt pool dock

Endless Summer Villa 3BR/2BA Heated Pool & Canal

Penthouse Oceanview Mermaid Villa
Villa rentals with a pool

VIlla Venice

Family pool home near beaches & golf. May-June

Luxurious Family Villa with pool 29 min the beach

Heron Watch

Palm Paradise: Near Beach, Heated Salt Water Pool

2025 Remodeled private villa, 6 min walk to beach

South Florida Heaven! 3BD 2BA w/Pool! North Port!

Villa by the Sea on Siesta Key!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Tiny House Siesta
- Bean Point Beach
- Cortez Beach
- Jannus Live
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park
- Tropicana Field
- Img Academy
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