Villa holiday rentals in Siesta Key

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Top-rated villa rentals in Siesta Key

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Guest favourite

Villa in Nokomis

*Sale JUNE 8 $98! New Reno BEACH Villa 2KING/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 favourite

Villa in Sarasota

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 favourite

Villa in Bradenton

Tranquil Tide Villa 1

Rest easy at this unique & tranquil retreat. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen and stocked coffee/tea bar. There is a sleeper sofa in the living room as well. The back patio has a view of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced in dog area.

Guest favourite

Villa in Sarasota

Vacation Luxury Villa/ Heated Pool -Beach Access

Entire Pool home on Siesta Key’s coveted Bay Island. Every detail is carefully planned! A Heated saltwater pool with a waterfall and poolside patio with a retractable awning , plus a screened seating area with a grill. The office doubles as a 4th bedroom. This perfect location offers quick access to Siesta Key Beach, downtown Sarasota’s entertainment, dining, and shopping. Visit Shell Road Beach, just 6/10 of a mile away, or enjoy the boating activities on the Intracoastal. : VR23-00020 Rental

Superhost

Villa in Siesta Key

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.

Guest favourite

Villa in Arlington Park

Modern Retreat Close to Beaches |Pool|Game room

Villa Palma offers everything you could want in a tropical retreat. Only 5 miles to Siesta Key, rated the #1 beach in the US & stunning Lido Key, and 5 mins to downtown Sarasota with tons of restaurants & attractions. Here, your only worry will be deciding whether to stay in & enjoy the pool, fire pit & enclosed sunroom or to go out & explore. You'll also love our dreamy chef's kitchen & delightful coffee bar, with an open concept living area making it ideal for a family reunion or vacation.

Guest favourite

Villa in Sarasota

Modern Vacation Villa 4 miles to Siesta Key

Modern Vacation Villa with Resort like amenities including a large heated pool, jacuzzi, barbecue area next to picturesque pond with picnic tables. Putting green, 2 tennis courts, pickle ball, basketball courts and shuffleboard. 4 miles to Siesta Key and minutes to the best restaurants, stores and attractions. Bike to The Legacy Trail where you can bike, walk or run. One car garage for your toys & car. Peaceful Lanai. Fully stocked kitchen. Come see why people return to this vacation spot.

Guest favourite

Villa in Siesta Key

Siesta Key BEACH SIDE villa/Private beach/pool

Beautifully updated villa conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 3 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa & air mattress. FULLY equipped kitchen w/granite counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai, & outdoor shower. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

Guest favourite

Villa in Arlington Park

Mid-Century Home with Heated Pool

Welcome to our sunny mid century villa in Sarasota! Enjoy this unique stylish home with retro features, open space and plenty of natural light. You will find your own oasis in our backyard, beautifully landscaped with tropical plants, seashells and a heated pool. Located minutes away from Siesta Key and Lido Beach, downtown Sarasota, walking distance to Southside Village, Westfield Mall and Sarasota Memorial Hospital. Experience the charming retro Florida living at its best.

Superhost

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

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, wild lives, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located mins 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.

Guest favourite

Villa in Sarasota

7891 Timberwood, Sarasota, Florida

Close to the Siesta Key Beaches, shopping, restaurants and Golf courses. 2 bdrm, 2 bath villa with 1 car garage and screened in lanai with patio furniture. Comfortably furnished, high ceiling, open floor plan. Complex offers first-class amenities: large heated swimming pool, jacuzzi, picnic area with grills., two lighted tennis courts, shuffleboard and pool table in club house.