
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

Sun Outdoors Sarasota, FL "Jungle Bridge Retreat"

Charming Home w/ Hot Tub, 20 min to Beach + Garden

Harbor Oasis | Hot Tub | Private | Lush Backyard

Close to the Beach+ Private heated pool and spa!

Happy Camper Cottage | Cozy Oasis with Hot Tub

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Hidden Oasis #1, just a few mins to the beach

Quaint Cottage,150 steps away from Crescent Beach!
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

Little Manatee River Cottage

2/2 Charming Riverfront Cottage w Deck & Kayaks

Perfect Location Cottage in Delightful Dunedin

Vintage Florida Beach Cottage B

Gulfport Art District - One Block From Beach!
Private cottage rentals

Walk to Bay light filled private Cottage King bed

Historic Cocoanut Art Cottage

2BR Gulf Side Cottage: Longboat Key

Surf Shack- Walk to Village/Boat Dock Included

NEW 3BR Home w/ grill | Near AMI, IMG & Beach,WiFi

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

Cozy Cottage close to everything w/ grill on patio

Mattie’s Cottage by the Bay
Quick stats about cottage rentals in Longboat Key
Total rentals
20 properties
Nightly prices starting at
R1,586 ZAR before taxes and fees
Total number of reviews
170 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Wifi availability
20 properties include access to wifi
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- Rentals with pools Longboat Key
- Rentals with a patio Longboat Key
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- Apartment rentals Longboat Key
- Rentals with beach access Longboat Key
- Pet-friendly rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Family-friendly rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Beachfront rentals Longboat Key
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