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
Villa in Indian Rocks Beach
5 out of 5 average rating, 15 reviewsIRB Harbor House Semiprivate Waterfront Pool Villa
Villa in North Port
4.9 out of 5 average rating, 20 reviewsCheerful 3-bed villa with heated pool+beach staff
Villa in Palm Harbor
4.96 out of 5 average rating, 24 reviewsVilla Luxe~Heated Saltwater Pool~Near Beaches
Villa in Gulfport
4.98 out of 5 average rating, 40 reviewsCozy funky duplex with KING bed
Villa in Sarasota
4.96 out of 5 average rating, 50 reviewsSEALAND 3/2 Modern Villa w/ Pool near Siesta
Villa in Largo
4.91 out of 5 average rating, 55 reviewsSpecial pricing for Oct & Nov! Great outdoor area
Villa in Bradenton
4.85 out of 5 average rating, 78 reviewsFlorida Living
Villa in Sarasota
4.81 out of 5 average rating, 43 reviewsCheerful 4-bedroom Villa with pool
Luxury villa rentals
Villa in Dunedin
NEW Family Haven: Near Honeymoon Island
Villa in Bradenton Beach
4.82 out of 5 average rating, 28 reviewsShort walk to the beach! Unit A
Villa in Bradenton
4.57 out of 5 average rating, 7 reviews6BR Heated Pool Triplex Perfect for Gatherings
Villa in Seminole
5 out of 5 average rating, 5 reviews5BR LUX Pool Villa | w/ Sauna | Near The Beach
Villa in Ruskin
4.97 out of 5 average rating, 38 reviewsSunset Paradise - no damage from Helene
Villa in Clearwater Beach
4.95 out of 5 average rating, 19 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
Villa in Seminole
4.93 out of 5 average rating, 27 reviewsTuscan Villa*Minutes from Redington Beach
Villa in Bradenton
5 out of 5 average rating, 6 reviewsStylish & Cozy ~ 10min to Anna Maria Beaches & IMG
Villa rentals with a pool
Villa in Brandon
4.79 out of 5 average rating, 91 reviewsTampa heat pool /hot tub lake view near airport
Villa in Largo
4.92 out of 5 average rating, 78 reviews10 Seat Hot Tub · Game Room · Bar&BBQ · Beach 2.5m
Villa in Largo
4.9 out of 5 average rating, 88 reviewsSolar Heated Pool Paradise/5mins 2 beach/Games/BBQ
Villa in Valrico
4.63 out of 5 average rating, 8 reviewsCheerful 4 Bedroom villa with pool.
Villa in Sarasota
5 out of 5 average rating, 16 reviewsSarasota Resort-Like Living Near Siesta Key For 10
Villa in Tampa
5 out of 5 average rating, 63 reviewsLuxury home in the heart of South Tampa & POOL!
Villa in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 37 reviewsWaterfront Condo w/ Kayaks, Resort Pool, Sarasota
Villa in Tampa
4.9 out of 5 average rating, 89 reviewsBusch Gardens Deluxe Edition w/heatedpool
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Nightly prices starting at
G$16,689 GYD before taxes and fees
Total number of reviews
250 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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