Villa vacation rentals in Siesta Key

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Top-rated villa rentals in Siesta Key

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 151 reviews

NOV DIRTY! 189/nt Sarasota! New Villa 2 BR/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

Villa in Sarasota

4.98 out of 5 average rating, 42 reviews

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

Superhost

Villa in Sarasota

4.85 out of 5 average rating, 93 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!

Guest favorite

Villa in Bradenton

5 out of 5 average rating, 31 reviews

Sunswept Villa 4

Welcome to this unique & sundrenched getaway. With views of the Manatee River & situated steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated studio villa has a king size bed, full kitchen and stocked coffee/tea bar. There are lots of windows & front patio w/ river/park views. The back is lush with century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced dog area.

Superhost

Villa in Sarasota

4.75 out of 5 average rating, 124 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

Guest favorite

Villa in Siesta Key

4.82 out of 5 average rating, 68 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.

Guest favorite

Villa in Sarasota

5 out of 5 average rating, 81 reviews

Tropical 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.

Superhost

Villa in Palmetto

4.8 out of 5 average rating, 79 reviews

Charming Villa 20 min to Beach, Hot Tub + Garden

This Mediterranean Villa has a large private courtyard and a fenced backyard. Nestled in an exclusive enclave, this spotless 4BR/2 Full & 1 half-bath Home with an outdoor shower is a prime location for a dreamy Mediterranean Florida Gulf getaway. These charming and spacious outdoor patios are designed to extend the home’s living space, from grilling to al fresco dining, and glowing campfires, swinging under a big oak tree. Vacation relaxation at its finest! (message me about multiple pets)

Superhost

Villa in Siesta Key

4.92 out of 5 average rating, 60 reviews

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 favorite

Villa in Venice

5 out of 5 average rating, 35 reviews

Sunrise Deluxe Villa -Heated Pool &Spa-near beach

Are you looking for a comfortable, upscale house where you can relax and unwind? Our villa is the perfect place. Located in a quiet laid-back neighborhood just a quick drive to some beautiful Gulf beaches. This luxurious home is beautifully furnished and equipped with everything that you may need on your beach vacay. The outdoor oasis is very private, spacious and relaxing, with plenty of sitting for everyone. The saltwater pool is heated and has water features, lights and bubblers.

Superhost

Villa in Sarasota

4.83 out of 5 average rating, 46 reviews

Your own tropical paradise in Sarasota

This is my second Airbnb property in Sarasota, I have enjoyed having my guests and I am looking forward to more guests at this location. We pay extra attention to cleaning, we have masks and gloves if our guests need them. The villa has community pool and tennis court, in a quiet residential area, so bring your tennis racket! A lovely park is just nearby. We are close to everything, Restaurants, Farmer's Market, University Mall, Airport, Ringling Museum, Florida beaches 20 m away.

Guest favorite

Villa in Sarasota

5 out of 5 average rating, 30 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Relax and enjoy in this peaceful and centrally-located all Newley renovated and fully furnished beautiful villa, only 3 miles away from Siesta Key beach, walking distance from many restaurants, shopping, theater and many more. Two bedroom and two full bathrooms, three TVs, laundry room, and a great kitchen with cookware. We love it here cause it’s a very unique and comfortable place, and we know you’ll love your stay as well. :)