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, 295 reviewsPrivate Heated pool/spa home!
Cottage in Clearwater
4.77 out of 5 average rating, 168 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 66 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Cottage in Siesta Key
4.91 out of 5 average rating, 47 reviewsCozy Cottage 1 block from Beach
Cottage in Sarasota
4.96 out of 5 average rating, 23 reviewsCharming Coastal Oasis 2 Bed/2 Bath Cottage
Cottage in Palm Harbor
4.79 out of 5 average rating, 56 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Odessa
5.0 out of 5 average rating, 17 reviewsBreathtaking Lakefront Glass Cottage
Pet-friendly cottage rentals
Cottage in Englewood
4.9 out of 5 average rating, 110 reviewsFree bikes/kayaks/walk to beach/2bed/2bath #2
Cottage in Sarasota
4.97 out of 5 average rating, 129 reviewsTropical Oasis SRQ.
Cottage in Palm Harbor
4.78 out of 5 average rating, 167 reviewsCrystal Beach Cottage #1
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, 145 reviewsBay Lake Cottage
Cottage in Indian Rocks Beach
4.95 out of 5 average rating, 118 reviewsCozy Beach Cottage | 3 Min Walk to the Beach
Cottage in Englewood
4.96 out of 5 average rating, 141 reviewsFamily-Friendly Beach Cottage Manasota Key
Cottage in Tampa
4.97 out of 5 average rating, 272 reviewsHistoric Heights Hideaway *LOW FEES*
Private cottage rentals
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 Indian Rocks Beach
4.93 out of 5 average rating, 180 reviewsKooky Coconut Cottage, Indian Rocks Beach
Cottage in Madeira Beach
4.79 out of 5 average rating, 165 reviewsQuaint Madeira Beach Cottage with Heated Pool
Cottage in Englewood
4.85 out of 5 average rating, 139 reviewsFree Kayaks! Waterfall Pool! Beach! om
Cottage in Bradenton Beach
4.91 out of 5 average rating, 183 reviewsEbb Tide @ Tides Inn
Cottage in Sarasota
4.87 out of 5 average rating, 131 reviewsCharming Lido Cottage
Cottage in Sarasota
4.92 out of 5 average rating, 154 reviewsCasa El Sueño - 8 min to Siesta Key - Intracoastal
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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- Rentals with pools Longboat Key
- Rentals with a hot tub Longboat Key
- Kid-friendly rentals Longboat Key
- Rentals with lake access Longboat Key
- Monthly Rentals Longboat Key
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