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 Siesta Key
4.91 out of 5 average rating, 55 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Apr 18 – 25
Villa in Sarasota
4.91 out of 5 average rating, 22 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
Sep 4 – 11
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
Jun 7 – 14
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Jul 18 – 25
Villa in Tampa
5.0 out of 5 average rating, 51 reviewsLuxury home in the heart of South Tampa & POOL!
Sep 14 – 21
Villa in Largo
4.83 out of 5 average rating, 12 reviewsCozy Villa with a Private Pool
Nov 10 – 17
Villa in Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
May 8 – 15
Villa in North Port
4.93 out of 5 average rating, 58 reviewsLuxurious Family Villa with pool 29 min the beach
Oct 4 – 11
Private villa rentals
Villa in Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
Nov 25 – Dec 2
Villa in Englewood
5.0 out of 5 average rating, 29 reviewsOcean View Villa Manasota Key
Jun 5 – 12
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
Nov 21 – 28
Villa in Largo
4.97 out of 5 average rating, 38 reviewsClose to Beaches! Basil House
Feb 14 – 21
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
Mar 28 – Apr 4
Villa in Thonotosassa
5.0 out of 5 average rating, 17 reviewsLakeside Villa
May 30 – Jun 6
Villa in Largo
4.98 out of 5 average rating, 85 reviewsQuiet 3BD Huge Tropical Garden & Patio. 5min Beach
May 31 – Jun 7
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Sep 13 – 20
Luxury villa rentals
Villa in Sarasota
5.0 out of 5 average rating, 21 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
Apr 3 – 10
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Nov 16 – 23
Villa in Englewood
4.71 out of 5 average rating, 7 reviewsBeach Amore
Sep 24 – Oct 1
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Dec 16 – 23
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Oct 16 – 23
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
Dec 9 – 16
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Jan 17 – 24
Villa in Clearwater
5.0 out of 5 average rating, 14 reviewsTake a Break & Escape to Clearwater 6B4B Paradise!
May 27 – Jun 3
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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