Villa holiday rentals in Sarasota

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Top-rated villa rentals in Sarasota

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Guest favourite

Villa in Nokomis

4.92 out of 5 average rating, 160 reviews

JULY 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...:)

Top guest favourite

Villa in Sarasota

4.98 out of 5 average rating, 48 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 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!

Superhost

Villa in Sarasota

4.76 out of 5 average rating, 127 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

Superhost

Villa in Lido Key

4.89 out of 5 average rating, 208 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!

Guest favourite

Villa in Gillespie Park

5 out of 5 average rating, 29 reviews

Courtyard Villa w/Pool, Spa & Sauna close to Beach

Gorgeous courtyard pool home feathers high end quality construction throughout with high end upgrades, open split floor plan, high 10' volume cielings, porcelain and luxury plank floors, elegant designer chic touches make this home ideal for entertaining. Modern, open kitchen w/stainless steel appliances, Calcutta quartz countertops, large center island. Courtyard features outdoor kitchen, Jacuzzi, Sauna & outdoor shower. Walking distance to downtown restaurants and very close to beaches.

Guest favourite

Villa in Bayou Oaks

4.96 out of 5 average rating, 71 reviews

NEW Luxury 4/3 Home By Downtown, Beach & Keys

Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Armands circle for all of the best restaurants, nightlife and shopping. Walking distance to the incredible John Mable Ringling Museum of art. Within 15 minutes of Siesta, Longboat Key, and UTC Mall. Located less than a mile away from the airport for incredible convince! Finally, just a few blocks down the road is an open bay pier for breathtaking views of the sarasota sunset!

Guest favourite

Villa in Englewood

4.91 out of 5 average rating, 126 reviews

Unwind at Casa Blu: Sun, fun, pool, close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

Top guest favourite

Villa in Siesta Key

5 out of 5 average rating, 16 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.

Guest favourite

Villa in Indian Beach-Sapphire Shores

4.93 out of 5 average rating, 45 reviews

Stunning Water View, Kayaks, Resort Pool Sarasota

Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfront community, just steps from downtown Sarasota, with direct Gulf access. The Strand is Sarasota’s newest community of luxury condominium waterfront living. Close to restaurants, beaches, shopping districts, and much more. The Strand residence have direct access to the Gulf and you can enjoy beautiful Sarasota sunsets or the bay front.

Superhost

Villa in Bradenton

4.86 out of 5 average rating, 103 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 .

Top guest favourite

Villa in Sarasota

4.94 out of 5 average rating, 52 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.