Villa holiday 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.
Holiday 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 HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
25 Dec – 1 Jan
Villa in Sarasota
4.91 out of 5 average rating, 22 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
11–18 Dec
Villa in Sarasota
5.0 out of 5 average rating, 7 reviewsModern Vacation Villa 4 miles to Siesta Key
3–10 Sep
Villa in Largo
4.97 out of 5 average rating, 38 reviewsClose to Beaches! Basil House
28 Sep – 5 Oct
Villa in Siesta Key
4.91 out of 5 average rating, 55 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
11–18 Aug
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
5–12 Jul
Villa in Gulfport
5.0 out of 5 average rating, 18 reviewsCozy funky duplex with KING bed
17–24 Aug
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
14–21 Feb
Luxury villa rentals
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
16–23 Nov
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
14–21 Nov
Villa in Largo
4.95 out of 5 average rating, 21 reviewsLuxury 8-BR Villa w/ Heated pool & Soccer field
16–23 Sep
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
16–23 Dec
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
3–10 Aug
Villa in Seminole
4.98 out of 5 average rating, 40 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
25 Aug – 1 Sep
Villa in Clearwater
5.0 out of 5 average rating, 13 reviewsTake a Break & Escape to Clearwater 6B4B Paradise!
5–12 Dec
Villa in Seminole
4.96 out of 5 average rating, 25 reviewsTuscan Villa*Minutes from Redington Beach
1–8 Aug
Villa rentals with a pool
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
11–18 May
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
13–20 Sep
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
3–10 Aug
Villa in Tampa
5.0 out of 5 average rating, 51 reviewsLuxury home in the heart of South Tampa & POOL!
7–14 Aug
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
21–28 Aug
Villa in Sarasota
4.75 out of 5 average rating, 8 reviewsCharming 2/2 Village des Pins close to Siesta Key
3–10 Sep
Villa in Clearwater
5.0 out of 5 average rating, 8 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
18–25 Nov
Villa in North Port
4.98 out of 5 average rating, 44 reviewsHeated pool, King bed, Beach 25 minutes away
17–24 Aug
Quick stats about villa rentals in Longboat Key
Total rentals
10 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
330 reviews
Nightly prices starting at
$167 NZD before taxes and fees
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