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, 160 reviews

JUNE SALE! Beach Sarasota! New Reno Villa 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...:)

Superhost

Villa in Laurel Park

4.86 out of 5 average rating, 118 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!

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Villa in Lido Key

4.89 out of 5 average rating, 205 reviews

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!

Top guest favorite

Villa in Sarasota

5 out of 5 average rating, 13 reviews

Sunshine Get a Way! 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.

Top guest favorite

Villa in Sarasota

5 out of 5 average rating, 28 reviews

Vacation Villa/Resort Pool 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.

Superhost

Villa in Siesta Key

4.92 out of 5 average rating, 65 reviews

Siesta Key*PRIVATE BEACH*Gulf Side*Heated 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 Sarasota

5 out of 5 average rating, 6 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

The newly remodeled 2 bed / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and HD TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a HD TV. The comfortable living room is furnished with plenty of seating, a HD flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you'll need for cooking and entertaining!

Guest favorite

Villa in Sarasota

4.85 out of 5 average rating, 135 reviews

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

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Villa in Sarasota

4.84 out of 5 average rating, 73 reviews

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.

Top guest favorite

Villa in Siesta Key

5 out of 5 average rating, 15 reviews

Modern, Walkable, Updated, Private.

WALK/BIKE/TROLLEY to Siesta Beach and Village. Relax and unwind in our spacious, sun-filled villa that is situated in an idyllic private neighborhood. Enjoy quiet surroundings, perfectly situated within steps to all that Siesta Key has to offer. The community pool is heated and located in the center of the neighborhood just steps away from the villa. The entrance to the private pier is on our lane ready to show off the amazing Siesta Key skies at sunset.

Top guest favorite

Villa in Venice

5 out of 5 average rating, 45 reviews

Sunrise Deluxe Villa-heated pool&spa-7min to beach

Experience luxury and comfort loaded with all of the extras needed for an unforgettable beach vacation. Our villa is located in a quiet laid-back neighborhood just a quick drive to some beautiful Gulf beaches, shopping and dining. The focal point of this retreat is the private outdoor oasis complete with a gorgeous, heated, saltwater pool and a spacious spa. Enjoy the color changing lights, bubbler, spa jets and water features.

Superhost

Villa in Bradenton

4.87 out of 5 average rating, 100 reviews

Florida Living

This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .