
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key villa rentals
Private villa rentals

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Modern Vacation Villa 4 miles to Siesta Key

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Luxurious Family Villa with pool 29 min the beach

Florida Villa Sunrise - 4 Bedroom Home with Pool

Updated Downtown Sarasota Villa, 2b/2b

Villa Siesta, Secret Downtown Treasure-heated Pool

Your own tropical paradise in Sarasota
Luxury villa rentals

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

Lakeside Villa

6BR Heated Pool Triplex Perfect for Gatherings

Best deal in town!

(BAYC) Heated Pool Villa. Boat rental available

5 BR Luxury Beach Villa: Heated Pool & Games Room

The Emerald Villa, Eco-Luxury by the Sea

The Palm Island Villa Luxury 4 BDR Waterfront Home
Villa rentals with a pool

NEW Family Haven: Near Honeymoon Island

Villa Luxe~Heated Saltwater Pool~Near Beaches

Paradise Villa- Sarasota

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Modern Luxury Retreat - Heated Pool Spa, Game Room

Luxury home in the heart of South Tampa & POOL!

Southern Charm Villa with Pool

Paradise with a pool, pier and private beach area
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
300 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Clearwater Beach
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes