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 villa rentals in Longboat Key
Private villa rentals
Villa in Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
29 Sep – 6 Oct
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
8–15 Jan
Villa in Sarasota
5.0 out of 5 average rating, 7 reviewsModern Vacation Villa 4 miles to Siesta Key
3–10 Sep
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
24–31 Aug
Villa in North Port
4.93 out of 5 average rating, 58 reviewsLuxurious Family Villa with pool 29 min the beach
23–30 Dec
Villa in Tampa
4.91 out of 5 average rating, 90 reviewsBoho -Minimalist villa
2–9 Dec
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
6–13 Nov
Luxury villa rentals
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beach-4BR/3BA, Pool-Games
6–13 Mar
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
1–8 Sep
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
29 Jan – 5 Feb
Villa in Largo
4.97 out of 5 average rating, 32 reviewsLuxury Cristiano Manor - 8BR Amazing Pool
27 Sep – 4 Oct
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 50 reviewsThe Emerald Villa, Eco-Luxury by the Sea
31 Oct – 7 Nov
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 Largo
4.96 out of 5 average rating, 57 reviewsLakeside Retreat-4plex Sleeps 20
27 Oct – 3 Nov
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
12–19 Sep
Villa rentals with a pool
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
9–16 May
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
5–12 Nov
Villa in Tampa
5.0 out of 5 average rating, 50 reviewsLuxury home in the heart of South Tampa & POOL!
20–27 Jan
Villa in Clearwater
5.0 out of 5 average rating, 7 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
18–25 Nov
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 Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
9–16 Jun
Villa in North Port
4.98 out of 5 average rating, 44 reviewsHeated pool, King bed, Beach 25 minutes away
17–24 Aug
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
8–15 May
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
₹8,341 before taxes and fees
Destinations to explore
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