
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

Sunny - Key West Vibe Cottage - Pool - Walkable

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
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

Adorable Dog-Friendly Cottage in Quaint Dunedin

Vintage Florida Beach Cottage B

Casa Azul. 2 bed/2 bath on lake

Gulfport Art District - One Block From Beach!

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB
Private cottage rentals

Cottage 10mi from the beach 1mi from downtown.

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

Historic Cocoanut Art Cottage

2/2 Charming Riverfront Cottage w Deck & Kayaks

The All Hands On Deck Cottage at Casa Limonada

Bayside Bliss: 1BR Cottage on Longboat Key

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

Walkable to Downtown and Parks Brand New Furniture
Quick stats about cottage rentals in Longboat Key
Total rentals
20 properties
Nightly prices starting at
R1,956 ZAR before taxes and fees
Total number of reviews
150 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
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- North Beach
- Vinoy Park
- Manasota Key Beach
- Jannus Live
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park