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
5.0 out of 5 average rating, 7 reviewsModern Vacation Villa 4 miles to Siesta Key
Sep 3 – 10
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
Jul 4 – 11
Villa in Siesta Key
4.91 out of 5 average rating, 54 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Apr 5 – 12
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
May 23 – 30
Villa in North Port
4.93 out of 5 average rating, 58 reviewsLuxurious Family Villa with pool 29 min the beach
Dec 23 – 30
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Sep 13 – 20
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Sep 3 – 10
Villa in Sarasota
4.88 out of 5 average rating, 41 reviewsParadise Villa- Sarasota
Dec 12 – 19
Private villa rentals
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Jan 1 – 8
Villa in Gulfport
5.0 out of 5 average rating, 18 reviewsCozy funky duplex with KING bed
Nov 3 – 10
Villa in Tampa
4.91 out of 5 average rating, 90 reviewsBoho -Minimalist villa
Dec 3 – 10
Villa in Thonotosassa
5.0 out of 5 average rating, 16 reviewsLakeside Villa
Feb 7 – 14
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Oct 11 – 18
Villa in Largo
4.97 out of 5 average rating, 37 reviewsClose to Beaches! Basil House
Dec 20 – 27
Villa in Bradenton
4.85 out of 5 average rating, 33 reviewsAmazing views from dock! Short drive to beaches!
Nov 13 – 20
Villa in North Port
4.98 out of 5 average rating, 44 reviewsHeated pool, King bed, Beach 25 minutes away
Sep 9 – 16
Luxury villa rentals
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Dec 14 – 21
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beach-4BR/3BA, Pool-Games
Mar 6 – 13
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Dec 3 – 10
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Dec 5 – 12
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
Jan 6 – 13
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 50 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Mar 30 – Apr 6
Villa in Seminole
4.98 out of 5 average rating, 40 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Oct 19 – 26
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
Jun 5 – 12
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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