House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key house rentals
House rentals with a pool
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Bradenton
4.95 out of 5 average rating, 101 reviewsEndless Outdoor FUN! Pool/Spa/Golf/Games/Near IMG
Home in Sarasota
4.9 out of 5 average rating, 128 reviewsCottage On Bay (private backyard, near beaches)
Home in Englewood
4.95 out of 5 average rating, 104 reviewsCoastal Home Away From Home with Pool
Home in Longboat Key
4.9 out of 5 average rating, 106 reviewsLongboat Key Beach House
Home in Anna Maria
4.93 out of 5 average rating, 153 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Siesta Key
4.9 out of 5 average rating, 143 reviewsSiesta Beach House
Home in Port Charlotte
4.99 out of 5 average rating, 106 reviewsFull home, Low Cleaning fee, heated salt pool.
Weekly house rentals
Home in Sarasota
4.9 out of 5 average rating, 109 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Home in Sarasota
4.97 out of 5 average rating, 112 reviewsThe Sweet Spot! Walk to DT and Bayfront Sunsets!
Home in Bradenton
4.95 out of 5 average rating, 112 reviewsHistoric Wares Creek 3 bedroom with dock access
Home in Sarasota
4.92 out of 5 average rating, 209 reviewsHome on Indian Beach Sapphire Shores Neighborhood.
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
Home in Longboat Key
5.0 out of 5 average rating, 53 reviewsBeautiful Beach House
Home in Sarasota
4.91 out of 5 average rating, 54 reviewsCentrally Located Cozy Home
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Private house rentals
Home in Sarasota
4.97 out of 5 average rating, 32 reviewsLovely Home by Sarasota Bay
Home in Bradenton Beach
5.0 out of 5 average rating, 18 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Sarasota
4.98 out of 5 average rating, 58 reviews‘The Bella’ Cottage by Sarasota Bay!
Home in Bradenton
4.91 out of 5 average rating, 85 reviewsOld Florida Home Minutes From Anna Maria Beaches
Home in Sarasota
5.0 out of 5 average rating, 15 reviewsSarasota Coastal Cottage
Home in Anna Maria
5.0 out of 5 average rating, 37 reviewsami skyview
Home in Anna Maria
4.99 out of 5 average rating, 90 reviews1 block to Beach on Pine Ave! Private Heated Pool
Home in Holmes Beach
5.0 out of 5 average rating, 29 reviewsCouple’s Seatreat
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
$30 before taxes and fees
Destinations to explore
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Naples Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Lighthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- Guesthouse rentals United States
- Beach house rentals Florida
- House rentals Florida
- Lakehouse rentals Florida
- Guesthouse rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Lakehouse rentals Florida
- Guesthouse rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Guesthouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Townhouse rentals Tampa
- Guesthouse rentals Tampa
- Beach house rentals Tampa
- Tiny house rentals Tampa
- House rentals Tampa
- Kid-friendly rentals Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with lake access Longboat Key
- Pet-friendly rentals Longboat Key
- Monthly Rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washer and dryer Longboat Key
- Townhouse rentals Longboat Key
- Beach house rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Condo rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a fire pit Longboat Key
- Family-friendly rentals Longboat Key
- Beachfront rentals Longboat Key
- Rentals with a patio Longboat Key
- Apartment rentals Longboat Key
- Rentals with beach access Longboat Key
- Beach condo rentals Longboat Key
- Rentals with pools Longboat Key
- Waterfront rentals Longboat Key
- Guesthouse rentals Manatee County
- House rentals Manatee County
- Townhouse rentals Manatee County
- Tiny house rentals Manatee County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes