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
4.91 out of 5 average rating, 22 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
Sep 1 – 8
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 5 – 12
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 Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
May 3 – 10
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
Apr 22 – 29
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 8 – 15
Villa in Largo
4.97 out of 5 average rating, 37 reviewsClose to Beaches! Basil House
Nov 22 – 29
Villa in Gulfport
5.0 out of 5 average rating, 18 reviewsCozy funky duplex with KING bed
Aug 24 – 31
Villa in Tampa
4.91 out of 5 average rating, 90 reviewsBoho -Minimalist villa
Sep 17 – 24
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Jun 20 – 27
Villa in Thonotosassa
5.0 out of 5 average rating, 16 reviewsLakeside Villa
Mar 17 – 24
Villa in Bradenton Beach
4.86 out of 5 average rating, 22 reviewsShort walk to the beach! Unit A
Sep 21 – 28
Villa in Bradenton
4.83 out of 5 average rating, 29 reviewsSpectacular waterfront villa on sunny Riverwalk!
Mar 30 – Apr 6
Luxury villa rentals
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 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
Nov 14 – 21
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 Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
Sep 12 – 19
Villa in Seminole
4.98 out of 5 average rating, 40 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Aug 25 – Sep 1
Villa in Largo
4.96 out of 5 average rating, 57 reviewsLakeside Retreat-4plex Sleeps 20
Feb 4 – 11
Villa in Dunedin
5.0 out of 5 average rating, 7 reviewsSpacious 5BR Villa w/ Pool| Beaches & Golf nearby
Sep 25 – Oct 2
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
€ 93 before taxes and fees
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