
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

Yacht Rock Ranch

Sunny - Key West Vibe Cottage - Pool - Walkable

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

Happy Camper Cottage | Cozy Oasis with Hot Tub

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

Adorable Dog-Friendly Cottage in Quaint Dunedin

Vintage Florida Beach Cottage B

Casa Azul. 2 bed/2 bath on lake

Cozy up in a French Country nest NEAR EVERYTHING
Private cottage rentals

Cottage 10mi from the beach 1mi from downtown.

Historic Cocoanut Art Cottage

2/2 Charming Riverfront Cottage w Deck & Kayaks

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

Bayside Bliss: 1BR Cottage on Longboat Key

Cute Cottage, 2 min walk to beach, beach gear pool

Mattie’s Cottage by the Bay

Cozy Cottage close to everything w/ grill on patio
Quick stats about cottage rentals in Longboat Key
Total rentals
20 properties
Nightly prices starting at
R1,603 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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- Anna Maria Island
- Siesta Beach
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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