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 Bradenton
4.9 out of 5 average rating, 257 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSea AMI
Home in Sarasota
4.93 out of 5 average rating, 153 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Home in Siesta Key
5.0 out of 5 average rating, 127 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
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, 103 reviewsCoastal Home Away From Home with Pool
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsBackyard Bliss Anna Maria Island
Home in Sarasota
4.78 out of 5 average rating, 65 reviewsPool house by the bay
House rentals with free parking
Home in Sarasota
4.92 out of 5 average rating, 209 reviewsHome on Indian Beach Sapphire Shores Neighborhood.
Home in Sarasota
4.91 out of 5 average rating, 210 reviewsCozy Getaway Home in Sarasota Near Beaches & More!
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Home in Longboat Key
5.0 out of 5 average rating, 52 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, 15 reviewsThe "Love shack" Bungalow
Home in Bradenton Beach
5.0 out of 5 average rating, 16 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Sarasota
5.0 out of 5 average rating, 31 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Weekly house rentals
Home in Anna Maria
5.0 out of 5 average rating, 35 reviewsami skyview
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
Home in Sarasota
5.0 out of 5 average rating, 61 reviewsMagical Secluded Retreat
Home in Bradenton
5.0 out of 5 average rating, 23 reviewsSun Bum ~ Close To Beaches ~ AMI ~ IMG ~ Paradise
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
Home in Bradenton Beach
5.0 out of 5 average rating, 33 reviewsAMI*Steps to the beach-Modern luxury POOL SPA
Home in Holmes Beach
4.95 out of 5 average rating, 78 reviewsBreezy Harbor AMI pool retreat near the Beach
Home in Sarasota
4.97 out of 5 average rating, 66 reviewsSunset Paradise by the Bay, Downtown & 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
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- 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