Search Cottages in Longboat Key

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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 24 Cottages in Longboat Key with updated reviews, rates, and availability.

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

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
Perfect cottage! Million dollar views
Beach

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
Fridge, microwave, oven, stovetop

2BR Cottage Bay Views Bayside

2BR Cottage Bay Views Bayside
2BR Cottage Bayside Time for Relaxation
Fridge, microwave, oven, coffee/tea maker

2BR Cottage Bayside Time for Relaxation

2BR Cottage Bayside Time for Relaxation
Longboat Key Cottage: Extended Stays Welcome!
Beach nearby

Longboat Key Cottage: Extended Stays Welcome!

Longboat Key Cottage: Extended Stays Welcome!
2BR Gulf Front, Feel the Gulf Breezes on the Porch
Beach

2BR Gulf Front, Feel the Gulf Breezes on the Porch

2BR Gulf Front, Feel the Gulf Breezes on the Porch
2BR Cottage Bayside Close to the Pool
Fridge, microwave, oven, coffee/tea maker

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
Charming Bayside 1BR Cottage
Beach

Charming Bayside 1BR Cottage

Charming Bayside 1BR Cottage
2BR Cottage Gulf Side of Property, Resort Amenities
Beach

2BR Cottage Gulf Side of Property, Resort Amenities

2BR Cottage Gulf Side of Property, Resort Amenities
2BR Cottage Bayside of Property, Full Resort Amenities
Beach

2BR Cottage Bayside of Property, Full Resort Amenities

2BR Cottage Bayside of Property, Full Resort Amenities
Gulf Side 1BR Cottage, Steps to Beach
Beach

Gulf Side 1BR Cottage, Steps to Beach

Gulf Side 1BR Cottage, Steps to Beach
Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets
Beach

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

Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets
1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Terrace/patio

1BR Gulfside Cottage Watch the Sunset from the Sandy Shores

1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Your Home Away from Home: Little Gull 4BR Cottage
Beach

Your Home Away from Home: Little Gull 4BR Cottage

Your Home Away from Home: Little Gull 4BR Cottage
3BR Cottage- Footsteps to the Sand
Beach

3BR Cottage- Footsteps to the Sand

3BR Cottage- Footsteps to the Sand
1BR Cottage Steps to the Soft Sands of Longboat Key
Terrace/patio

1BR Cottage Steps to the Soft Sands of Longboat Key

1BR Cottage Steps to the Soft Sands of Longboat Key
Longboat Key Cottage Steps to Pool and Bay Dock
Fridge, microwave, oven, coffee/tea maker

Longboat Key Cottage Steps to Pool and Bay Dock

Longboat Key Cottage Steps to Pool and Bay Dock
Longboat Key Cottage: Extended Stays Welcome!
Beach towels

Longboat Key Cottage: Extended Stays Welcome!

3.0 star property
Longboat Key Cottage: Extended Stays Welcome!
1BR Cottage Gulfside Steps to the Water
Beach

1BR Cottage Gulfside Steps to the Water

1BR Cottage Gulfside Steps to the Water
Relax and Recharge in this 1BR Cottage
Beach

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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Other property types in Longboat Key

Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.0 out of 10, Very Good, (3)
"You couldn’t get a better spot on the beach than this! To wake up every morning and look out the big window, gorgeous!!! Walks on beach, amazing!!! Fantastic location!"
The price is SAR 900
SAR 1,717 total
includes taxes & fees
10 Apr - 11 Apr
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Outdoor dining

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

9.6 out of 10, Exceptional, (84)
"Very nice townhouse with excellent amenities. Located near great restaurants and beaches. Would definitely stay there again."
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
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.

Frequently asked questions

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