
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

Harbor Oasis with Hot Tub

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Private Heated Pool and Spa+Close to the Beach!

1000 Oaks Cottage 3bed/2bath with hot tub

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

Hidden Oasis #1, hot tub near the beach

Quaint Cottage,150 steps away from Crescent Beach!

Sandy Cottage w/ Hot Tub, 20 min to Beach + Garden
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row

BEACH COTTAGE II

Staycation Sanctuary

Cozy Cottage near Siesta Key Beach

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

Wonderful 2-Br, 2 Bath Cottage near the river.

Location, TWO min walk to beach, heated pool
Private cottage rentals

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

Below -Deck Studio Gulf Side 40 steps to the beach

Cozy Cottage Near Downtown + Waterfront

Serene Island Cottage Waterfront Haven

The "Sun Cottage" - your relaxing interlude!

Historic Florida Beach Cottage steps from the sand

Discover Hidden Cove #2 - Water Views with Privacy

The Cook Cottage sleeps 4 in Dunedin
Quick stats about cottage rentals in Longboat Key
Total rentals
20 properties
Nightly prices starting at
$110 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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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Streamsong Resort
- ZooTampa at Lowry Park
- Jannus Live
- Manasota Key Beach
- Myakka River State Park
- Clearwater Marine Aquarium
- Lakewood National Golf Club
- Splash Harbour Water Park
- River Strand Golf and Country Club
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