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
Nov 22 – 29
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Oct 10 – 17
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Dec 7 – 14
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
Nov 17 – 24
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsFruit /Botanical Garden Estate 2 miles to downtown
Apr 5 – 12
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
Sep 14 – 21
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Sep 21 – 28
Home in Bradenton
4.83 out of 5 average rating, 18 reviews"Paradise" by the Private (Heated) Pool light!
Sep 6 – 13
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
Dec 4 – 11
Home in Bradenton Beach
4.8 out of 5 average rating, 120 reviews50 Steps to Beach. Hot Tub! 1bd modern cottage
Jul 12 – 19
Home in Bradenton
4.91 out of 5 average rating, 102 reviewsLuxurious 3 bedroom home with Hot Tub near AMI
Sep 12 – 19
Home in Sarasota
4.94 out of 5 average rating, 117 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Sep 18 – 25
Home in Holmes Beach
4.97 out of 5 average rating, 30 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Nov 2 – 9
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsSt Armand's Mid-Century Oasis
Jul 9 – 16
Home in Bradenton Beach
5.0 out of 5 average rating, 33 reviewsAMI*Steps to the beach-Modern luxury POOL SPA
Oct 30 – Nov 6
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsGorgeous 3/3 Canalfront Home Walk to Lido Beach!
Aug 25 – Sep 1
House rentals with free parking
Home in Bradenton
4.98 out of 5 average rating, 196 reviewsMy Sunny home on the Bay.
May 18 – 25
Home in Sarasota
5.0 out of 5 average rating, 20 reviewsThe Mango House Beach Cottage
Aug 14 – 21
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsTropical tranquil abode in beautiful Sarasota
Sep 3 – 10
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Sep 8 – 15
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
Aug 16 – 23
Home in Anna Maria
5.0 out of 5 average rating, 32 reviewsami skyview
Dec 1 – 8
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Sep 26 – Oct 3
Home in Sarasota
4.95 out of 5 average rating, 22 reviewsLovely Home by Sarasota Bay
Sep 7 – 14
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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