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

SEPT SALE! Beach Sarasota! 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...:)

Guest favorite

Villa in Laurel Park

4.86 out of 5 average rating, 119 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 Holmes Beach

4.98 out of 5 average rating, 80 reviews

Calico AMI – Steps to Sand, Family Paradise!

Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones and need baby gear ready and waiting for you? Are you ready to trade your everyday routine for an unforgettable island escape? If this sounds like you, we’d love to welcome you to Calico Anna Maria Island Vacation Home! 🌺4 Bedrooms(two king suites and trundle room) + Tower room with King Bed 🌺4 Bathrooms 🌺Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping

Guest favorite

Villa in Lido Key

4.9 out of 5 average rating, 214 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, 34 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.

Guest favorite

Villa in Siesta Key

4.93 out of 5 average rating, 70 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

4.85 out of 5 average rating, 137 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

Superhost

Villa in Sarasota

4.74 out of 5 average rating, 239 reviews

Perfect Location w/ pool -close to beach or DT!

Only 1 mile from the crystal white sands of Siesta Beach, have fun in this midcentury modern tropic-inspired private villa w/gorgeous heated pool (shared with a 1 bedroom apt) & outdoor lounge with two firepits. Comfortable queen size beds are dressed in bamboo linens, Living room is an island oasis with a flat-screen TV, great WiFi, and cozy seating. Kitchen is fully appointed w/everything you need, right down to the barware needed for an icy cold cocktail.

Superhost

Villa in Lake Sarasota

4.85 out of 5 average rating, 79 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 Holmes Beach

5 out of 5 average rating, 12 reviews

Beachfront Paradise! Ground level with Heated pool

Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!

Guest favorite

Villa in Sarasota

4.96 out of 5 average rating, 52 reviews

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.

Guest favorite

Villa in Bradenton

4.87 out of 5 average rating, 111 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 .