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, 158 reviewsSea AMI
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
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 Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Home in Sarasota
4.91 out of 5 average rating, 11 reviewsFruit /Botanical Garden Estate 2 miles to downtown
Home in Sarasota
4.78 out of 5 average rating, 63 reviewsPool house by the bay
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
House rentals with a hot tub
Home in Sarasota
4.89 out of 5 average rating, 103 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Home in Bradenton
4.91 out of 5 average rating, 102 reviewsLuxurious 3 bedroom home with Hot Tub near AMI
Home in Bradenton
4.97 out of 5 average rating, 102 reviewsLuxurious Family Haven w Saltwater Pool & HOT TUB
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Home in Sarasota
4.94 out of 5 average rating, 117 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Home in Sarasota
5.0 out of 5 average rating, 50 reviewsTropical Oasis Heated Pool Hot Tub Near Siesta Key
House rentals with free parking
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
Home in Bradenton
4.94 out of 5 average rating, 17 reviewsLittle Love Shack by the Beach
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsTropical tranquil abode in beautiful Sarasota
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsLovely House in Sarasota Bay
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
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
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