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 Sarasota
4.91 out of 5 average rating, 22 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
1–8 Sep
Villa in Sarasota
5.0 out of 5 average rating, 7 reviewsModern Vacation Villa 4 miles to Siesta Key
3–10 Sep
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 Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
5–12 Jul
Villa in Largo
4.97 out of 5 average rating, 37 reviewsClose to Beaches! Basil House
22–29 Nov
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
17–24 Sep
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 Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
5–12 Dec
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
14–21 Nov
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 50 reviewsThe Emerald Villa, Eco-Luxury by the Sea
30 Mar – 6 Apr
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
12–19 Sep
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
4–11 Feb
Villa in Dunedin
5.0 out of 5 average rating, 7 reviewsSpacious 5BR Villa w/ Pool| Beaches & Golf nearby
25 Sep – 2 Oct
Villa rentals with a pool
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
3–10 May
Villa in Sarasota
4.88 out of 5 average rating, 41 reviewsParadise Villa- Sarasota
12–19 Dec
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
19–26 Aug
Villa in Tampa
5.0 out of 5 average rating, 50 reviewsLuxury home in the heart of South Tampa & POOL!
25 Feb – 4 Mar
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
13–20 Jul
Villa in Bradenton
5.0 out of 5 average rating, 26 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
9–16 Jun
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, 7 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
18–25 Nov
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
Destinations to explore
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Naples Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Villa rentals United States
- Villa rentals Florida
- Villa rentals Florida
- Villa rentals Kissimmee
- Villa rentals Tampa
- Beach apartment rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with outdoor seating Longboat Key
- Apartment rentals Longboat Key
- Family-friendly rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with pools Longboat Key
- Fitness-friendly rentals Longboat Key
- Townhouse rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a firepit Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Rentals with a hot tub Longboat Key
- Flat rentals Longboat Key
- Waterfront rentals Longboat Key
- Monthly Rentals Longboat Key
- Beach house rentals Longboat Key
- Rentals with lake access Longboat Key
- Cabin rentals Longboat Key
- Beachfront rentals Longboat Key
- Rentals with beach access Longboat Key
- Pet-friendly rentals Longboat Key
- House rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Manatee County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom