
Villa vacation rentals in Longboat Key
Find and book unique villas on Airbnb
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$23,017 GYD per night before taxes and fees

Verified guest reviews
Over 380 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!
Top-rated villa rentals in Longboat Key
Guests agree: these villas are highly rated for location, cleanliness, and more.

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 dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Sarasota Villa 1 min to BEACH, king/qn/Pets/Yard!
Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

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!!

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. Airbnb pros you know the deal.. read the full House Rules & Manual to respect our neighbors and town. Airbnb newcomers please read everything x2. IRB strictly enforces occupation limits, parking & noise. Thanks! BTR1587

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

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

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. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

Resort pool/ home hot tub game room 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.

Best location! 1 house to beach. Laundry in unit
1 house to the beach—a 1-minute walk! One of only 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, walkable restaurants, and nearby pickleball. Includes a private patio, full kitchen, washer/dryer, quiet ductless A/C, Wi-Fi, free parking, plus beach chairs, towels, and a cooler. Sleeps 4 with a comfy queen bed and pop-up sofa. Also ask about our 1- and 3-bedroom units.

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!

Couples retreat•5 Min Walk Beach. Endless Sunsets
Fall in love with Flipper’s at Mad Beach, a private, newly renovated coastal oasis designed for romantic getaways. Located just a few steps from the sugary sands of Madeira Beach, this intimate retreat offers the perfect blend of modern luxury and relaxed beach vibes. It is the ultimate hidden gem for couples seeking a peaceful, private, and memorable vacation by the ocean.

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 .
Popular amenities for Longboat Key villa rentals
Beachfront villa rentals

the Seaside 21

Gorgeous Villa with Heated Pool & Beach Views!

Coastal Sunshine - Your Beach Getaway!

One Block from the Beach Lido Beach Palms 5

Stay on the Beach! Cozy condo with large pool

A Wave From it All managed by Beach Retreats

Welcoming 3BR 2nd-Floor | Balcony | Pool

Private Beach Retreat on Siesta Key! Bright Villa
Private villa rentals

Villa Perdomo Family

Starfish House - 2bed/2bad

Intracoastal Escape Walk to Beach & Dining

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Bungalow with Pool and Bay Views!

IRB Harbor House Semiprivate Waterfront Pool Villa

Seaside Inn a waterfront in Paradise

Stylish Pool Villa 3BR/2BA with outdoor bathtub
Luxury villa rentals

Casa Azul Tampa (As Seen on TV)

Beachfront Paradise! Ground level with Heated pool

The Palm Court Villa

Bohemian Inspired Villa with Golf Cart and SUV

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

Lautus Villa

Casa Del Sol | Pool • Billiards • Firepit • BBQ

Luxury 4-Bedroom Pool Retreat Near Siesta Key
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Beach house rentals Longboat Key
- Townhouse rentals Longboat Key
- House rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washer and dryer Longboat Key
- Fitness-friendly rentals Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with an EV charger Longboat Key
- Rentals with lake access Longboat Key
- Rentals with an accessible height toilet Longboat Key
- Family-friendly rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Rentals with pools Longboat Key
- Rentals with a patio Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fire pit Longboat Key
- Waterfront rentals Longboat Key
- Apartment rentals Longboat Key
- Rentals with beach access Longboat Key
- Beachfront rentals Longboat Key
- Beach condo rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Condo rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre





