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Cottages in Longboat Key

FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
Stroll through lush gardens surrounded by tall palm trees and dense foliage.

FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025

10.0 out of 10, Exceptional, (2)
"Every person I dealt with from the day I found this on VRBO was wonderful! Susan was great and the staff at Little Gull was amazing—so friendly and helpful. The cottage (7) was absolutely perfect! It had everything we could possibly have wanted. The big front porch was awesome—loved sitting out there in the morning having my coffee and enjoying the view of the Gulf. We met several other guests—most of whom had been going there for years. Everyone was super friendly and gave us ideas of the best...
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
Longboat Key Cottage: Extended Stays Welcome!
Relax on the covered porch with a sofa, armchairs, and a small table amidst lush green surroundings.

Longboat Key Cottage: Extended Stays Welcome!

Longboat Key Cottage: Extended Stays Welcome!
Gulf-Front Charm with Old Florida Soul-2BR Cottage
Relax on the ocean-facing porch with comfortable wicker chairs and take in the breathtaking views.

Gulf-Front Charm with Old Florida Soul-2BR Cottage

Gulf-Front Charm with Old Florida Soul-2BR Cottage
Charming Bayside 1BR Cottage
Relax by the central pool surrounded by lush greenery and sun loungers.

Charming Bayside 1BR Cottage

Charming Bayside 1BR Cottage
2BR Cottage Bayside Time for Relaxation
Enjoy ocean views from this beachfront property with a covered porch and walkway.

2BR Cottage Bayside Time for Relaxation

2BR Cottage Bayside Time for Relaxation
2BR Cottage Bayside of Property, Full Resort Amenities
Enjoy a serene retreat surrounded by lush greenery and a spacious swimming pool.

2BR Cottage Bayside of Property, Full Resort Amenities

2BR Cottage Bayside of Property, Full Resort Amenities
Perfect cottage! Million dollar views
Relax in comfort under a shaded umbrella, surrounded by a serene view of the water and distant landscape.

Perfect cottage! Million dollar views

10.0 out of 10, Exceptional, (1)
"Loved this place can't say anything bad. Hope to return at some point. Beautiful lil cottage on the bay! Thank you Joan for getting the ESPN added to the TV!"
Perfect cottage! Million dollar views
2BR Cottage Bay Views Bayside
Relax on the porch with a view of the sea, surrounded by wicker chairs and a small table.

2BR Cottage Bay Views Bayside

2BR Cottage Bay Views Bayside
2BR Cottage Bayside Close to the Pool
Stunning two-story building with a covered entrance and lush greenery.

2BR Cottage Bayside Close to the Pool

10.0 out of 10, Exceptional, (1)
"Beautiful spot, along the bay and the beach. The condo was relaxing and lovely. Recommend!"
2BR Cottage Bayside Close to the Pool
2BR Cottage Gulf Side of Property, Resort Amenities
Enjoy a family retreat with a spacious backyard and central swimming pool surrounded by lush greenery and mature trees.

2BR Cottage Gulf Side of Property, Resort Amenities

2BR Cottage Gulf Side of Property, Resort Amenities
Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets
Enjoy the ocean view from this covered outdoor space with comfortable seating for three.

Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets

Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets
Your Home Away from Home: Little Gull 4BR Cottage
Surrounded by lush gardens, this property features a central pool and various living spaces in distinct buildings.

Your Home Away from Home: Little Gull 4BR Cottage

Your Home Away from Home: Little Gull 4BR Cottage
3BR Cottage- Footsteps to the Sand
Stroll through lush gardens and palm trees, surrounded by classic resort buildings with elegant white exteriors and inviting pathways.

3BR Cottage- Footsteps to the Sand

3BR Cottage- Footsteps to the Sand
1BR Gulf Breezes & Old Florida Charm
Enjoy a refreshing swim in the central pool surrounded by a patio area with comfortable sun loungers.

1BR Gulf Breezes & Old Florida Charm

1BR Gulf Breezes & Old Florida Charm
Salt Air, Sunlight, and Old Florida Flair
Enjoy a retreat with a spacious backyard and swimming pool, surrounded by lush greenery and mature trees.

Salt Air, Sunlight, and Old Florida Flair

Salt Air, Sunlight, and Old Florida Flair
1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Stroll along the brick-lined path, surrounded by lush greenery and palm trees, to the beachfront.

1BR Gulfside Cottage Watch the Sunset from the Sandy Shores

1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Throwback Charm Meets Beach Bliss 1BR Cottage
Stroll through lush gardens to a classic building with arched windows and white railings.

Throwback Charm Meets Beach Bliss 1BR Cottage

Throwback Charm Meets Beach Bliss 1BR Cottage
Longboat Key Cottage Steps to Pool and Bay Dock
Stunning two-story building with a balcony and an outdoor space.

Longboat Key Cottage Steps to Pool and Bay Dock

Longboat Key Cottage Steps to Pool and Bay Dock
Longboat Key Cottage: Extended Stays Welcome!
Property grounds

Longboat Key Cottage: Extended Stays Welcome!

3.0 star property
Longboat Key Cottage: Extended Stays Welcome!
Relax and Recharge in this 1BR Cottage
Enjoy a tranquil retreat surrounded by lush greenery and mature trees, with a spacious pool and multiple living spaces.

Relax and Recharge in this 1BR Cottage

Relax and Recharge in this 1BR Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longboat Key Hotel Reviews

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Beautiful hotel very good services bed comfort "
Alexander 2-night trip
Posted 2 days ago
Zota Beach Resort