Villa vacation rentals in Siesta Key

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Top-rated villa rentals in Siesta Key

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Guest favourite

Villa in Sarasota

5 out of 5 average rating, 26 reviews

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 Nokomis

4.92 out of 5 average rating, 151 reviews

OCT SALE! Sarasota! New BEACH 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 favourite

Villa in Sarasota

5 out of 5 average rating, 16 reviews

Sarasota Resort-Like Living Near Siesta Key For 10

Indulge in resort-style living near Siesta Key in Sarasota! This luxurious 4-bedroom retreat, complete with a refreshing pool for 10 guests. Enjoy elegant interiors, a gourmet kitchen & a spacious patio perfect for lounging poolside. Just minutes from Siesta Key's beaches, dining & attractions, this vacation rental offers the perfect blend of relaxation & convenience. Sarasota Square Mall - 5min Siesta Key Beach - 10 min Sarasota Bradenton Airport - 20min Tampa International Airport - 45min

Guest favourite

Villa in Sarasota

5 out of 5 average rating, 29 reviews

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

Guest favourite

Villa in Sarasota

5 out of 5 average rating, 78 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.

Guest favourite

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 favourite

Villa in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 37 reviews

Waterfront Views Downtown Sarasota Kayaks Inc Pool

Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!

Guest favourite

Villa in Englewood

4.92 out of 5 average rating, 131 reviews

good shape after Helene-Gorgeous Waterfront!-io

On desirable Manasota key at charming waterfront Blue Island Inn, waterfront "Island Oasis" features 1 bedroom,1 bathroom, plus queen sofa sleeper with kitchenette on main floor. Spectacular Lemon Bay views! On-site resort pool overlooks Lemon Bay. 5-minute walk to beach or enjoy “bay-front beach” out back. Quiet island street. low-key respectful vacationers. Free Wi-Fi. 1 car parking spot. no visitor parking. no boats. No pets. No smoking. Free use of 2 kayaks..

Guest favourite

Villa in Sarasota

4.84 out of 5 average rating, 128 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

4.84 out of 5 average rating, 55 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.

Guest favourite

Villa in Sarasota

5 out of 5 average rating, 41 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 favourite

Villa in Sarasota

4.92 out of 5 average rating, 37 reviews

Beautiful House w/ Pool, 10 Min to Siesta Beach

Take it easy at this unique and tranquil getaway. This completely remodeled 2 bedroom pool house is a stylish modern haven that's sure to delight. The striking façade and enviable location will instantly leave you in awe. Set on a long tree-lined drive with impeccable water views. Take a dip in your shimmering swimming pool or gather around the fire pit.