
Villa holiday rentals in Longboat Key
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Top-rated villa rentals in Longboat Key
Guests agree: these villas are highly rated for location, cleanliness and more.

The Palm Haus ⢠Heated Pool ⢠Near Beach ⢠Games
Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

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 75ā 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!

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TVās with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

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!

AUG SALE! 1 min to beach, New, PETS OK!, 2Br/2BTH
EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Pets total weight under 50 pounds welcome! Miles of uncrowded beach! Two KING beds.The Villa is a short 1 minute drive from Casey Key Beach! Two 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating minutes away. Lush tropical backyard and fire pit. 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!

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Duplex-near beaches-historical area- Pets welcome
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 patioāperfect 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 hourābook your stay today! VR24-00060

Heated Pool+Fire Pit+Trails+4 min to Beach
A newly updated modern beach house with a resort style backyard including a HEATED pool, fire pit, outdoor TV with comfortable sectional and an eating area, grill, lounge chairs, corn hole, pool volleyball and much more! All this and it is located just 4 minutes to Indian Shores Beach, and 20 minutes north along the beach is the world famous Clearwater Beach. This house is centrally located with John's Pass only 12 mins away. Downtown Gulfport and St Pete Beach are all 25 mins away.

Beach so close! 1 house to beach Peaceful area
BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 3 bdm.

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. āFUN & GAMES: Enjoy Billiards (Pool Table) š±, Foosball, Cornhole, board games, and 3 Smart TVs šŗ. āPRIME LOCATION: Only 5 min š to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. ā Essentials: āš Heated Swimming Pool (Private!) āš® Billiard Table / Foosball Table / Cornhole / Boardgames and more! āšļø 4 Queen/Full Beds āš§ŗ Beach Amenities

Busch Gardens Deluxe Edition w/heatedpool
Accommodation that you choose can make a big difference to your trip. Busch Gardens Royal Experience offers an exciting villa taking your adrenaline limit to the next level. Get out of that overwhelming routine. Create extraordinary memories in this full renovated house 3bedrooms/2bathrooms located 3 minutes away of Busch Gardens Tampa Bay. From its cozy pool area with a majestic pergola you can see several roller coasters. Just a VIP experience so Put it slow motion.
Popular amenities for villa rentals in Longboat Key
Private villa rentals

La Villa, 1 of 4 rentals on-site. Heated Pool!

Luxury home in the heart of South Tampa & POOL!

Palm Haven Beach Side Villa

Robinhood Beach Villa near Siesta Key Beach!

Villa Summerwind 3bed/2bath pool villa

Siesta Villa

7891 Timberwood, Sarasota, Florida, USA

Fully renovated villa on Siesta Key
Luxury villa rentals

Private Beach Villa | Charming Decor | Sunset View

Summer Getaway with Pool and Spa

Beachfront Paradise! Ground level with Heated pool

Seaside Inn a waterfront in Paradise

Walk to Beach (4 min), Pool, Private Roof Deck

Waterfront Heated Pool, Sleeps 20 - 4plex

Luxury Villa w/ Private Pool

The Emerald Villa, Eco-Luxury by the Sea
Villa rentals with a pool

Serene Heated Pool Oasis Tampa Vacation

Family Haven/Kid's Amenities Near Honeymoon Island

Villa Luxe~Heated Saltwater Pool~Near Beaches

The Sea House

Modern Luxury Villa - Heated Pool Spa, Game Room

Newly Remodeled Luxury Beach Villa on Siesta Key!

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

Beautiful House w/ Pool, 10 Min to Siesta Beach
Quick stats about villa rentals in Longboat Key

Total holiday rentals
Explore 10 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Longboat Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Longboat Key rentals

4.8 Average rating
Longboat Key stays are highly rated by guests ā averaging 4.8 out of 5!
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