
Villa vacation rentals in Longboat Key
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Top-rated villa rentals in Longboat Key
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OCT 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...:)

1 House to beach! Peaceful beachside getaway
Best kept secret on quiet street beachside. Only 1 house to wide pristine beach stretching for miles Beach supplies: towels, beach chairs, cooler, beach tent. Walk to restaurants. W/D IN UNIT, Central AC, WIFI, park free ****CONSTRUCTION LOWER UNITS 10/20 FOR 5 WEEKS Upstairs unit. 1 of 3 units. Private retreat away from busy condos. Bedrooms: Comfortable mattresses. Black-out curtains. 2 bedrooms with king beds. 3rd bedroom is large BONUS ROOM/laundry 2 twin beds, sliding door for privacy

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

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!

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 - 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

Tampa heat pool /hot tub lake view near airport
Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Boho -Minimalist villa
Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

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!

Villa Italia "Villas by Christine"
Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

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 .

Tropical Luxury: Pool, Game Room, Near Beaches
Welcome to your luxury, pet-friendly retreat! Just 15 min to Siesta & Lido beaches and the airport, this 4-bed oasis packs resort vibes into one easy stay. Heated pool & covered game room Sun-filled lounge, fire-pit & fenced yard Plush luxury beds for dreamy sleep Chef-ready kitchen, washer & dryer Unwind, explore, repeat—your tropical getaway starts here.
Popular amenities for Longboat Key villa rentals
Private villa rentals

La Villa, 1 of 3 rentals on-site, pool, near beach

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Tiki Bella Villa (Entire home with Pool)

Private Tropical Paradise

Relax just steps from beach & Gulf of America

Newly Remodeled Luxury Beach Villa on Siesta Key!

Coastal Cottage

My Little House - 2/2 on a lake
Luxury villa rentals

Solar Heated Pool Paradise/5mins 2 beach/Games/BBQ

Clearwater Villa Heated Pool, Golf, 4K Projector

Luxurious 4-Bedroom Retreat near Siesta Key

Luxury home in the heart of South Tampa & POOL!

5 min to Siesta Key, Heated Pool, Grill, WiFi

(BAYC) Heated Pool Villa. Boat rental available

5 BR Luxury Beach Villa: Heated Pool & Games Room

La Isla Bonita by Coastal Chic Vacations
Villa rentals with a pool

Villa Luxe~Heated Saltwater Pool~Near Beaches

Peaceful bright home minutes from the beach

The Beachwood Hideout | SK Collection

The Sea House

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Vacation Villa/Resort Pool 4 miles to Siesta Key

Modern Luxury Retreat - Heated Pool Spa, Game Room

Heated Pool & Spa • Outdoor Kitchen/Theater/Games
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Nightly prices starting at
G$20,916 GYD before taxes and fees
Total number of reviews
310 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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