Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Longboat Key
Private villa rentals
Villa in Sarasota
4.98 out of 5 average rating, 53 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Villa in Bradenton
5.0 out of 5 average rating, 12 reviewsSalty Lime Villa 2
Villa in Bradenton
4.88 out of 5 average rating, 8 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 85 reviewsWaterfront Villa, private heated Saltwater Pool
Villa in Largo
4.98 out of 5 average rating, 40 reviewsClose to Beaches! Basil House
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in Gulfport
5.0 out of 5 average rating, 20 reviewsCozy funky duplex with KING bed
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk
Luxury villa rentals
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 34 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Villa in Englewood
5.0 out of 5 average rating, 32 reviewsOcean View Villa Manasota Key
Villa in Sarasota
5.0 out of 5 average rating, 63 reviewsModern Retreat Close to Beaches |Pool|Game room
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 17 reviewsIsland Paradise
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 52 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Seminole
4.93 out of 5 average rating, 44 reviewsPerfect location 6BR/4BA Pool GameRoom 5 min Beach
Villa rentals with a pool
Villa in North Port
4.98 out of 5 average rating, 46 reviewsHeated Pool Retreat 3 bed., 2 bath.
Villa in Englewood
4.97 out of 5 average rating, 91 reviewsSTUNNING 3/2 beach+pool property! 2 kings/2 bunks!
Villa in North Port
4.93 out of 5 average rating, 59 reviewsLuxurious Family Villa with pool 29 min the beach
Villa in Largo
4.85 out of 5 average rating, 13 reviewsCozy Villa with a Private Pool
Villa in Clearwater
5.0 out of 5 average rating, 10 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
Villa in Sarasota
4.75 out of 5 average rating, 8 reviewsCharming 2/2 Village des Pins close to Siesta Key
Villa in North Port
4.75 out of 5 average rating, 12 reviews"Nature Escape" Modern Villa with Heated Pool
Villa in Englewood, Charlotte County
5.0 out of 5 average rating, 6 reviewsEnglewood Beach Villa - Walk to the beach!
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
330 reviews
Nightly prices starting at
₹8,347 before taxes and fees
Destinations to explore
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