Cottage vacation rentals in Longboat Key
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Longboat Key
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 160 reviewsHarbor Oasis with Hot Tub
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 298 reviewsPrivate Heated pool/spa home!
Cottage in Clearwater
4.77 out of 5 average rating, 130 reviewsPink Gulfside Cottage, Steps to Beach, Pets OK
Cottage in Holmes Beach
4.91 out of 5 average rating, 46 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 67 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Palm Harbor
4.8 out of 5 average rating, 59 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Siesta Key
4.91 out of 5 average rating, 47 reviewsCozy Cottage 1 block from Beach
Bungalow in Venice
4.65 out of 5 average rating, 26 reviewsBarefootBeachBungalow@Ramblers Rest Resort!
Pet-friendly cottage rentals
Cottage in Englewood
4.9 out of 5 average rating, 111 reviewsFree bikes/kayaks/walk to beach/2bed/2bath #2
Cottage in Palm Harbor
4.78 out of 5 average rating, 168 reviewsCrystal Beach Cottage #1
Cottage in Sarasota
4.97 out of 5 average rating, 129 reviewsTropical Oasis SRQ.
Cottage in Siesta Key
4.89 out of 5 average rating, 145 reviewsSiesta Key Cozy Cottage across from the beach!
Cottage in Tampa
4.99 out of 5 average rating, 146 reviewsBay Lake Cottage
Cottage in Englewood
4.96 out of 5 average rating, 141 reviewsFamily-Friendly Beach Cottage Manasota Key
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 249 reviewsVintage Florida Beach Cottage B
Cottage in Dunedin
4.99 out of 5 average rating, 274 reviewsWalk to Downtown & Waterfront - Barefoot Parrot 2
Private cottage rentals
Cottage in Madeira Beach
4.92 out of 5 average rating, 119 reviewsFlipper's @ Mad Beach Cottage
Cottage in Englewood
4.9 out of 5 average rating, 150 reviewsFree Kayaks! Waterfall Pool! Beach! am
Cottage in Sarasota
4.92 out of 5 average rating, 154 reviewsCasa El Sueño - 8 min to Siesta Key - Intracoastal
Cottage in Treasure Island
4.97 out of 5 average rating, 153 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Sarasota
4.83 out of 5 average rating, 108 reviewsWalk to Beach & St. Armands/Private cottage &grill
Cottage in Siesta Key
4.88 out of 5 average rating, 218 reviewsSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Cottage in Madeira Beach
4.79 out of 5 average rating, 166 reviewsQuaint Madeira Beach Cottage with Heated Pool
Cottage in Treasure Island
4.89 out of 5 average rating, 121 reviewsHistoric Holly House on Treasure Island
Quick stats about cottage rentals in Longboat Key
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with a pool
20 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
220 reviews
Nightly prices starting at
$80 before taxes and fees
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