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 Venice
4.89 out of 5 average rating, 163 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Home in Bradenton Beach
4.97 out of 5 average rating, 154 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Englewood
4.95 out of 5 average rating, 103 reviewsCoastal Home Away From Home with Pool
Home in Venice
4.85 out of 5 average rating, 136 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
Home in Sarasota
4.82 out of 5 average rating, 199 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
Home in Sarasota
4.9 out of 5 average rating, 127 reviewsCottage On Bay (private backyard, near beaches)
Home in Sarasota
4.95 out of 5 average rating, 416 reviewsThe Cottage At Central Park
House rentals with free parking
Home in Bradenton
4.95 out of 5 average rating, 208 reviewsHome near Anna Maria Beach w/ Hot Tub + Fire Pit
Home in Sarasota
4.9 out of 5 average rating, 107 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
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 Sarasota
4.91 out of 5 average rating, 53 reviewsCentrally Located Cozy Home
Home in Bradenton
5.0 out of 5 average rating, 16 reviewsThe "Love shack" Bungalow
Home in Treasure Island
4.92 out of 5 average rating, 83 reviewsTreasure Island Retreat! STEPS to Beach!
Home in Longboat Key
5.0 out of 5 average rating, 53 reviewsBeautiful Beach House
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 Sarasota
4.97 out of 5 average rating, 38 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 Anna Maria
4.91 out of 5 average rating, 22 reviewsSerendipity - Beach Front 4/3
Home in Sarasota
4.97 out of 5 average rating, 29 reviewsLovely Home by Sarasota Bay
Home in Sarasota
4.98 out of 5 average rating, 58 reviews‘The Bella’ Cottage by Sarasota Bay!
Home in Holmes Beach
5.0 out of 5 average rating, 29 reviewsCouple’s Seatreat
Home in Anna Maria
5.0 out of 5 average rating, 36 reviewsami skyview
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
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