House holiday rentals in Longboat Key
Find and book unique houses on Airbnb
Top-rated house rentals in Longboat Key
Guests agree: these houses 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 house rentals in Longboat Key
House rentals with a pool
Home in Bradenton
4.95 out of 5 average rating, 100 reviewsEndless Outdoor FUN! Pool/Spa/Golf/Games/Near IMG
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsBackyard Bliss Anna Maria Island
Home in Holmes Beach
4.95 out of 5 average rating, 78 reviewsBreezy Harbor AMI pool retreat near the Beach
Home in Holmes Beach
4.79 out of 5 average rating, 28 reviewsWalk to beach | Anna Maria home w/ pool | Pets ok!
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Home in Holmes Beach
5.0 out of 5 average rating, 51 reviewsPrivate Luxurious Ground Level Home
Weekly house rentals
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
Home in Bradenton
5.0 out of 5 average rating, 22 reviewsSun Bum ~ Close To Beaches ~ AMI ~ IMG ~ Paradise
Home in Sarasota
4.9 out of 5 average rating, 51 reviewsCentrally Located Cozy Home
Home in Anna Maria
5.0 out of 5 average rating, 35 reviewsami skyview
Home in Bradenton Beach
4.87 out of 5 average rating, 38 reviewsLivin' the dream at The Beach Dreams Resort unit E
Home in Sarasota
4.98 out of 5 average rating, 54 reviewsCentral to beaches, Nathan Benderson Park, & UTC.
Home in Sarasota
4.97 out of 5 average rating, 66 reviewsSunset Paradise by the Bay, Downtown & Beaches
Home in Bradenton
4.97 out of 5 average rating, 32 reviewsWaterfront Home! Heated Pool, Spa & Boat Dock
Private house rentals
Home in Sarasota
4.98 out of 5 average rating, 58 reviews‘The Bella’ Cottage by Sarasota Bay!
Home in Anna Maria
5.0 out of 5 average rating, 78 reviewsManatee Harbour - heated pool, on the canal
Home in Sarasota
5.0 out of 5 average rating, 7 reviewsBrand New Luxury Home w/ Pool & Putting Green
Home in Anna Maria
5.0 out of 5 average rating, 20 reviewsStunning new 4 bed/4.5 bath home with heated pool
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsAnna Maria - 3 Bd 2 Bth Home -Pool -Walk to Beach
Home in Sarasota
5.0 out of 5 average rating, 43 reviewsSea Esta | Heated Saltwater POOL + Putting Green!
Home in Sarasota
4.91 out of 5 average rating, 78 reviewsPool Courtyard, patio w/ fire pit, 2 mls downtown
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
Quick stats about house rentals in Longboat Key
Total rentals
190 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$40 SGD 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
- Townhouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Guest house rentals United States
- Townhouse rentals Florida
- Tiny house rentals Florida
- Lakehouse rentals Florida
- Guest house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- Lakehouse rentals Florida
- Guest house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Guest house rentals Kissimmee
- Townhouse rentals Tampa
- House rentals Tampa
- Beach house rentals Tampa
- Tiny house rentals Tampa
- Guest house rentals Tampa
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Fitness-friendly rentals Longboat Key
- Rentals with outdoor seating Longboat Key
- Beachfront rentals Longboat Key
- Townhouse rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Beach apartment rentals Longboat Key
- Beach house rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Flat rentals Longboat Key
- Rentals with beach access Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Waterfront rentals Longboat Key
- Apartment rentals Longboat Key
- Rentals with pools Longboat Key
- Rentals with a hot tub Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with lake access Longboat Key
- Monthly Rentals Longboat Key
- Townhouse rentals Manatee County
- Tiny house rentals Manatee County
- House rentals Manatee County
- Guest house 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