
Villa holiday rentals in Lido Key
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Top-rated villa rentals in Lido Key
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DEC SALE! 1 min to beach, 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...:)

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!

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

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!

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.

NEW Luxury renovated home by Downtown & St Armand
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!

Relaxation awaits in this bohemian inspired villa
Welcome to Paradise Villa! Location is everything! Come vacation in this gorgeous new modern farmhouse, right in the heart of Sarasota. You’ll be just a short drive from the world famous Siesta Key Beach, Downtown Sarasota, and Lido Key Beach. Within walking distance is Morton’s Gourmet Market. Also featuring a new heated Pool, Hot Tub and Sunken Gas Fire Pit. For the “work from home” travelers we feature a work station and two independent sources of internet. FIOS & Starlink Satellite.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
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!

the Seaside 21
The Seaside 21 is a stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island. Enjoy coffee on your private dock overlooking the bayou. Just 4 blocks to the beach, with shops and dining nearby. Bring your boat or have a captain pick you up for a day on the water. This weekly rental has been fully renovated and is centrally located. This island oasis is perfect for relaxing, fishing, exploring, and soaking in everything the island has to offer.

5 min to Siesta Key, Heated Pool, Grill, WiFi
Welcome to 'Villa Tropicana' 'Villa Tropicana' is a 3BD/2BA home featuring a pool with a deck. Enjoy a beverage in the tropical front garden or sunbathe by the pool out back for a dream vacation. The best part is the location - less than 5 minutes away from the gorgeous beaches of the world famous Siesta Key. In case you need any additional information, please try prefix 941, followed by 376, and finally 8679. Thank you, Ven & The Hacienda Team
Popular amenities for villa rentals in Lido Key
Private villa rentals

Clean & Modern, Close to Beach, Shopping, Food!

The Beachwood Hideout | SK Collection

Northshore BeachHouse West Anna Maria Island

Tiki Bella Villa (Entire home with Pool)

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Palm Paradise: Near Beach, Heated Salt Water Pool

Charming 2/2 Village des Pins close to Siesta Key

2025 Remodeled private villa, 6 min walk to beach
Luxury villa rentals

A Wave From it All managed by Beach Retreats

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

No Car Needed! Walk to Beach, Pool, Nightlife

Waterfront Villa, private saltwater pool/hot tub

Paradise with a pool, pier and private beach area

Modern 3BR 2nd-Floor | Balcony | Pool

Villa Siesta, Secret Downtown Treasure-heated Pool

Cheerful 4-bedroom Villa with heated pool.
Villa rentals with a pool

Cheerful 3-bed villa with heated pool+beach staff

Lilo & Stitch Ohana Villa | Heated Pool Sleeps 12

Siesta Key Beach Villa

Bean Point Residence Unit B by SeaBreeze Vacation

Vacation Villa/Resort Pool 4 miles to Siesta Key

Florida Villa Sunrise - 4 Bedroom Home with Pool

Villa Summerwind 3bed/2bath pool villa

Welcoming 3BR 2nd-Floor | Balcony | Pool
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- Villa rentals Sarasota
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park




