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 Longboat Key villa rentals
Private villa rentals
Villa in Sarasota
4.92 out of 5 average rating, 25 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
Villa in Siesta Key
4.91 out of 5 average rating, 55 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Villa in Bradenton
5.0 out of 5 average rating, 12 reviewsSalty Lime Villa 2
Villa in North Port
4.98 out of 5 average rating, 47 reviewsHeated Pool Villa 3 bed, 2 bath, 3 TV
Villa in Sarasota
4.98 out of 5 average rating, 54 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Villa in Sarasota
5.0 out of 5 average rating, 9 reviewsModern Vacation Villa 4 miles to Siesta Key
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in Englewood
4.97 out of 5 average rating, 91 reviewsSTUNNING 3/2 beach+pool property! 2 kings/2 bunks!
Luxury villa rentals
Villa in Sarasota
5.0 out of 5 average rating, 21 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
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 Indian Rocks Beach
5.0 out of 5 average rating, 18 reviewsIsland Paradise
Villa in Largo
4.95 out of 5 average rating, 21 reviewsLuxury 8-BR Villa w/ Heated pool & Soccer field
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
4.92 out of 5 average rating, 53 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Largo
4.97 out of 5 average rating, 58 reviewsLakeside Retreat-4plex Sleeps 20
Villa rentals with a pool
Villa in Sarasota
4.89 out of 5 average rating, 45 reviewsParadise Villa- Sarasota
Villa in Clearwater
5.0 out of 5 average rating, 10 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
Villa in North Port
4.93 out of 5 average rating, 59 reviewsLuxurious Family Villa with pool 29 min the beach
Villa in Tampa
5.0 out of 5 average rating, 54 reviewsLuxury home in the heart of South Tampa & POOL!
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
Villa in Englewood
4.97 out of 5 average rating, 36 reviewsExquisite Fun Villa, Pvt Pool, Game Rm,6 min-Beach
Villa in Englewood, Charlotte County
5.0 out of 5 average rating, 6 reviewsEnglewood Beach Villa - Walk to the beach!
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
330 reviews
Nightly prices starting at
$164 NZD before taxes and fees
Destinations to explore
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