House vacation rentals in Longboat Key
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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 Holmes Beach
4.95 out of 5 average rating, 159 reviewsSea AMI
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Longboat Key
4.9 out of 5 average rating, 106 reviewsLongboat Key Beach House
Home in Englewood
4.95 out of 5 average rating, 105 reviewsCoastal Home Away From Home with Pool
Home in Anna Maria
4.94 out of 5 average rating, 154 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Siesta Key
5.0 out of 5 average rating, 127 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Home in Siesta Key
5.0 out of 5 average rating, 20 reviewsSiesta Key, Private Tropical Waterfront Pool Home
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Weekly house rentals
Home in Sarasota
4.92 out of 5 average rating, 125 reviewsRenovated Cozy Cottage "The Nest" Close to SIESTA
Home in Sarasota
4.9 out of 5 average rating, 109 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Home in Bradenton
4.89 out of 5 average rating, 112 reviewsLuxury Cottage near Anna Maria Island & Beach
Home in Longboat Key
5.0 out of 5 average rating, 53 reviewsBeautiful Beach House
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 Bradenton
5.0 out of 5 average rating, 25 reviewsSun Bum ~ Close To Beaches ~ AMI ~ IMG ~ Paradise
Home in Sarasota
4.91 out of 5 average rating, 54 reviewsCentrally Located Cozy Home
Home in Bradenton Beach
5.0 out of 5 average rating, 19 reviewsDirect Beachfront/Sunset Views!Next to AMI Trolley
Private house rentals
Home in Anna Maria
5.0 out of 5 average rating, 38 reviewsami skyview
Home in Palmetto
4.97 out of 5 average rating, 38 reviewsThe Island-Hopper's Haven Near Anna Maria Island
Home in Anna Maria
5.0 out of 5 average rating, 16 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
Home in Sarasota
4.89 out of 5 average rating, 73 reviewsChic Beach Retreat Private Upper Cottage Apartment
Home in Sarasota
5.0 out of 5 average rating, 32 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsAzure Oasis West: 2-bed downtown
Home in Holmes Beach
4.91 out of 5 average rating, 47 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Home in Bradenton
4.91 out of 5 average rating, 85 reviewsOld Florida Home Minutes From Anna Maria Beaches
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
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- Family travel hubΒ Tips and inspiration
- Family budget travelΒ Get there for less
- Vacation ideas for any budgetΒ Make it special without making it spendy
- Travel Europe on a budgetΒ How to take the kids to Europe for less
- Outdoor adventureΒ Explore nature with the family
- Bucket list national parksΒ Must-see parks for family travel
- Kid-friendly state parksΒ Check out these family-friendly hikes