
Villa vacation rentals in Longboat Key
Find and book unique villas on Airbnb
Top-rated villa rentals in Longboat Key
Guests agree: these villas are highly rated for location, cleanliness, and more.

APRIL OPEN 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...:)

Heated Hybrid Pool~Modern Beach House~Walk 2 beach
Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

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

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

Beach retreat 1 house to sand Walk to restaurants
1 of 3 units in a small villa on the beach side. Walk to restaurants. 30 second walk to gorgeous beach with amazing sunsets and miles of beachfront. Tucked away on a quiet street, a hidden gem away from busy condos. Beach towels, chairs & cooler. Washer/Dryer in unit, central AC, Wi-Fi, free parking in front. This unit features 2 bedrooms with King beds and 1 bedroom with 2 Twins (this bedroom has additional sofa and washer/dryer). Blackout curtains & comfy mattresses in all bedrooms.

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.

A Wave From It All Villa W King Beds
Fully renovated 2 bedrooms with 2 King beds 2bath unit, has all the stainless steel appliances everything you could possibly need for your vacation time. The home is located 7min from buccaneers stadium, 5 mins from St. Joseph hospital, 10 mins to international mall, 10 mins to Soho. Home is in the heart of Tampa Bay! -Tampa International Airport 8.6MI -Tampa Bay Buccaneers Stadium 2.2MI -Aquarium7.6MI -Busch Gardens8.4MI -Clearwater24MI -Adventure Island9.0MI

5 min to Siesta Key, Heated Pool, BBQ, Fast 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

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

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.
Popular amenities for Longboat Key villa rentals
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Northshore BeachHouse West Anna Maria Island

Tiki Bella Villa (Entire home with Pool)

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Villa Perdomo Family

Villa Siesta II -Dwntn Secret & pool near beaches!

Lakefront 2BR • Perfect for IMG & Long Stays

Luxury waterfront in the heart of treasure island
Luxury villa rentals

Family Haven/Kid's Amenities Near Honeymoon Island

Newly Renovated- 150 Yards to Beach & Restaurants!

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Private Beach Villa | Charming Decor | Sunset View

Luxury home in the heart of South Tampa & POOL!

Modern Luxury Villa - Heated Pool Spa, Game Room

NEW!~ Beach Front/Heated Pool! Coconuts 107

Paradise with a pool, pier and private beach area
Villa rentals with a pool

Villa Luxe~Heated Saltwater Pool~Near Beaches

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

The Tropical Oasis, w/ Solar Heated Pool and Games

Relax just steps from beach & Gulf of America

Charming 2/2 Village des Pins close to Siesta Key

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

The Citrus Hideout – SK Collection

Busch Gardens Deluxe Edition w/heatedpool
Quick stats about villa rentals in Longboat Key

Total vacation rentals
Explore 10 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at G$22,977 GYD per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Longboat Key vacation rentals include wi-fi 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—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Townhouse rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fire pit Longboat Key
- Rentals with a patio Longboat Key
- Rentals with an accessible height toilet Longboat Key
- House rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools Longboat Key
- Rentals with an EV charger Longboat Key
- Rentals with lake access Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with a kayak Longboat Key
- Beach condo rentals Longboat Key
- Condo rentals Longboat Key
- Beach house rentals Longboat Key
- Waterfront rentals Longboat Key
- Beachfront rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washer and dryer Longboat Key
- Apartment rentals Longboat Key
- Rentals with beach access Longboat Key
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




