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 Bradenton
5.0 out of 5 average rating, 16 reviewsTranquil Tide Villa 1
26 Dec – 2 Jan
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beaches |Pool|Game room
14–21 Nov
Villa in HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
4–11 Feb
Villa in Sarasota
4.85 out of 5 average rating, 74 reviewsUpdated Downtown Sarasota Villa, 2b/2b
30 May – 6 Jun
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
31 Oct – 7 Nov
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
1–8 Sep
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 27 reviewsWaterfront Villa, private heated Saltwater Pool
12–19 Jul
Villa in Largo
5.0 out of 5 average rating, 4 reviewsClose to Beaches! Mint House
27 Aug – 3 Sep
Luxury villa rentals
Villa in Sarasota
5.0 out of 5 average rating, 21 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
19–26 Apr
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
23–30 Nov
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
28 Apr – 5 May
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
7–14 Oct
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
5–12 Dec
Villa in Dunedin
5.0 out of 5 average rating, 4 reviewsLuxury Retreat Near Golf, Beach & Shopping | 7B,5B
25 Aug – 1 Sep
Villa in Seminole
4.98 out of 5 average rating, 41 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
28 Oct – 4 Nov
Villa rentals with a pool
Villa in Sarasota
4.88 out of 5 average rating, 43 reviewsParadise Villa- Sarasota
21–28 Sep
Villa in Largo
4.83 out of 5 average rating, 12 reviewsCozy Villa with a Private Pool.
2–9 Oct
Villa in Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
2–9 Dec
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
17–24 Sep
Villa in Sarasota
5.0 out of 5 average rating, 8 reviewsModern Vacation Villa 4 miles to Siesta Key
9–16 Jan
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
31 May – 7 Jun
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
16–23 Aug
Villa in Seminole
4.96 out of 5 average rating, 25 reviewsTuscan Villa*Minutes from Redington Beach
11–18 Sep
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
- Rentals with lake access Longboat Key
- Pet-friendly rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Apartment rentals Longboat Key
- Family-friendly rentals Longboat Key
- Beach house rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Beachfront rentals Longboat Key
- Rentals with pools Longboat Key
- Waterfront rentals Longboat Key
- Townhouse rentals Longboat Key
- Rentals with a kayak Longboat Key
- Flat rentals Longboat Key
- Rentals with beach access Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with a patio Longboat Key
- Family-friendly rentals Longboat Key
- Beach apartment rentals Longboat Key
- Monthly Rentals Longboat Key
- House rentals 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