Cottage vacation rentals in Longboat Key
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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 Indian Rocks Beach
4.96 out of 5 average rating, 295 reviewsPrivate Heated pool/spa home!
Cottage in Holmes Beach
4.91 out of 5 average rating, 45 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 65 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Sarasota
4.96 out of 5 average rating, 23 reviewsCharming Coastal Oasis 2 Bed/2 Bath Cottage
Cottage in Bradenton
4.95 out of 5 average rating, 82 reviewsCoastal Home w/ Pool & Hot Tub
Cottage in Indian Rocks Beach
4.82 out of 5 average rating, 62 reviewsTurtle Nest Cottage
Cottage in Treasure Island
5.0 out of 5 average rating, 29 reviewsCasa Sunset by Agua Salá
Cottage in Largo
5.0 out of 5 average rating, 19 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Pet-friendly cottage rentals
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
Cottage in Siesta Key
4.89 out of 5 average rating, 143 reviewsSiesta Key Cozy Cottage across from the beach!
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 156 reviewsCottage w/ Private Patio | 3 Min Walk to the Beach
Cottage in Tampa
4.74 out of 5 average rating, 125 reviewsEclectic cottage nestled in million $ street
Cottage in Indian Rocks Beach
4.68 out of 5 average rating, 186 reviewsBeachy Paradise
Cottage in Indian Rocks Beach
4.75 out of 5 average rating, 106 reviewsBest location, Steps 2 Beach, BBQ firepit Pets OK
Cottage in Gulfport
4.99 out of 5 average rating, 258 reviewsGulfport Art District - One Block From Beach!
Cottage in Gulfport
4.96 out of 5 average rating, 136 reviewsThe Pelicans Roost / Gulfport
Private cottage rentals
Cottage in Treasure Island
4.97 out of 5 average rating, 151 reviewsPeacock Beach Cabana beach in 100 steps
Cottage in Bradenton Beach
4.91 out of 5 average rating, 183 reviewsEbb Tide @ Tides Inn
Cottage in Siesta Key
4.88 out of 5 average rating, 217 reviewsSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Cottage in Sarasota
4.83 out of 5 average rating, 108 reviewsWalk to Beach & St. Armands/Private cottage &grill
Cottage in Sarasota
4.87 out of 5 average rating, 131 reviewsCharming Lido Cottage
Cottage in Sarasota
4.83 out of 5 average rating, 151 reviewsCharming Beach Cottage
Cottage in Madeira Beach
4.79 out of 5 average rating, 164 reviewsQuaint Madeira Beach Cottage with Heated Pool
Cottage in Treasure Island
4.91 out of 5 average rating, 116 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
ﺩ.ﺇ294 before taxes and fees
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