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
Villa rentals with a pool
Villa in Sarasota
4.92 out of 5 average rating, 24 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 83 reviewsWaterfront Villa, private heated Saltwater Pool
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in North Port
4.98 out of 5 average rating, 46 reviewsHeated Pool Retreat 3 bed., 2 bath.
Villa in Sarasota
5.0 out of 5 average rating, 8 reviewsModern Vacation Villa 4 miles to Siesta Key
Villa in Tampa
5.0 out of 5 average rating, 53 reviewsLuxury home in the heart of South Tampa & POOL!
Villa in North Port
4.93 out of 5 average rating, 59 reviewsLuxurious Family Villa with pool 29 min the beach
Villa in Largo
4.92 out of 5 average rating, 71 reviewsSolar Heated Pool Paradise/5mins 2 beach/Games/BBQ
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 Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
Villa in Largo
5.0 out of 5 average rating, 5 reviewsClose to Beaches! Mint House
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
Villa in Thonotosassa
5.0 out of 5 average rating, 18 reviewsLakeside Villa
Villa in Largo
4.98 out of 5 average rating, 86 reviewsQuiet 3BD Huge Tropical Garden & Patio. 5min Beach
Luxury villa rentals
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beaches |Pool|Game room
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
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, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Seminole
4.98 out of 5 average rating, 41 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Villa in Largo
4.96 out of 5 average rating, 57 reviewsLakeside Retreat-4plex Sleeps 20
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
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
$100 before taxes and fees
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