Oceanfront Home With Large Private Deck with boat dockage

Photo gallery for Oceanfront Home With Large Private Deck with boat dockage

A spacious living area with a blue sofa, glass coffee table, and large windows.
A rustic wooden house surrounded by lush greenery and a gravel path.
A bedroom with a bed, a chair, a ceiling fan, and large windows.
A modern kitchen with white cabinetry, a stainless steel stove, and a large window overlooking greenery.
A kitchen with white cabinets, stainless steel appliances, a wooden ceiling, and a view into the living area.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

Explore the area

View map
Summerland Key, FL
  • Place, Upper Sugarloaf Key
    ‪5 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪6 min drive‬
  • Place, Florida Keys Beaches
    ‪6 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Common area 1

1 Double Futon

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden

Add dates for prices

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About the area

Summerland Key

Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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Map
Summerland Key, FL

What's nearby

  • Upper Sugarloaf Key - 5 min drive - 5.9 km
  • Upper Sugarloaf Sound - 6 min drive - 7.2 km
  • Florida Keys Beaches - 6 min drive - 6.7 km
  • Boondocks Grille & Draft House - 9 min drive - 11.0 km
  • Lower Sugarloaf Sound - 9 min drive - 10.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 29 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬7 min walk
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬8 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬5 min drive

Frequently asked questions

Is Oceanfront Home With Large Private Deck with boat dockage pet-friendly?

Yes, this property allows cats and dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Oceanfront Home With Large Private Deck with boat dockage?

As of 1 November 2026, prices found for a 1-night stay for 2 adults at Oceanfront Home With Large Private Deck with boat dockage on 25 April 2027 start from NZ$23,168, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Oceanfront Home With Large Private Deck with boat dockage?

On-site parking is available at the property.

What time is check-in at Oceanfront Home With Large Private Deck with boat dockage?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront Home With Large Private Deck with boat dockage?

Checkout is at 10:00 AM.

Where is Oceanfront Home With Large Private Deck with boat dockage located?

Located in Cutthroat Harbor Estates, this holiday home is within 2 miles (3 km) of Venture Out Keys, Venture Key and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 11 out of 12 reviews
Rating 8 - Good. 1 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

All around great

Great location, great view and great property manager Tracie.
Stayed 28 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous house with great by!

Super location and the house was clean and well equipped. Our host was really helpful and quick to respond to our questions! Can’t wait to go back next year!
Stayed 28 nights in Feb 2024
Response from VrboOwner on 23 March 2024
Thank you so much ! Can’t wait until next year !
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key’s family vacation

Had a wonderful time. Place was perfect for our family. Fantastic sunsets close to fine dining. Will definitely be coming back. Host was great to deal with. Would definitely recommend this place
Stayed 28 nights in Jul 2021
Response from VrboOwner on 12 January 2022
Thank you so much! We totally enjoyed your visit and looking forward to your next!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunsets

Loved the sunsets over the water! Thousands of stars at night! Many great memories in Key West.
Stayed 46 nights in Jan 2024
Response from VrboOwner on 6 March 2024
We loved having you ! We look forward to a return visit in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location on bay. Property manager lives three doors down and is super prompt with whatever you need. Close to lots of good restaurants and just 24 miles to Key West. The patio table broke in the wind and was replaced right away. Tracie and Peter are wonderful hosts!
Stayed 55 nights in Jan 2026
Response from VrboOwner on 2 March 2026
And you were super guests ! Can’t wait to see you again ! We so enjoyed having you !
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A month in Paradise

The house is just like it is pictured. The furniture is a little out dated, but is very well kept. Would rent again.
Stayed 28 nights in Jan 2025
Response from VrboOwner on 16 February 2025
Hi George ! We loved having you here ! I am sorry that you were disappointed in the furniture. We just replaced all of the furniture 2 years ago with all brand new furniture except for the master bedroom! Please let us know what you think we could do better!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunsets in Paradise

Beautiful sunsets every night. Property manager was awesome. Will be back.
Stayed 28 nights in Feb 2023
Response from VrboOwner on 17 April 2023
Thank you Mark ! You were both so great and we soooooo look forward to your return ! Tracie
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Escape

We absolutely loved our stay! The property was perfect for our family of 4, pets & 27ft boat. The property manager was kind, accommodating & very easy to work with. We loved how private the property was & the sunset views were remarkable. The boat was very safe on the dock and they supplied water, electric & a cleaning table for fishing. We are looking forward to our next stay!! Thank you.
Stayed 28 nights in Jul 2023
Response from VrboOwner on 10 September 2023
We so enjoyed having you and look forward to your next stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

June, 2022 stay in Cudjoe Key

We had a great time and enjoyed our stay at this property. The house was great with ample room and closet space. The kitchen and bathrooms were well stocked, and there were bikes, kayaks, paddleboards, etc. for us to use outdoors. The dock was perfect for our 30 foot boat, and there was plenty of room under the house for our boating supplies. The view was amazing, and the property manager was exceptional. She was flexible and so easy to work with, and she had a variety of cold beverages waiting for us when we checked in. We definitely recommend this property and will plan to stay there again.
Stayed 28 nights in Jun 2022
Response from VrboOwner on 16 July 2022
Thank you for your review! We are very happy you enjoyed your stay, and we definitely can't wait to have you back again! You were great guests!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy

comfortable and convenient

Nice property. We enjoyed it very much. Tracie was very helpful with the checkin process and good followup. The pictures are accurate except the dock is next door. Not a big deal but just a little more work to get going and upon return to load and unload the boat. Would defiinately stay there again if we are going to the Cudjoe Key area. If you do check out the Cudjoe Gardens Marina to launch your boat and gas they were great as well
Stayed 28 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise!

My husband and I stayed in December and January and loved every second of it. Waking up to Cudjoe Bay every morning was such a treat! The house was clean and had all we needed for a home away from home. Would stay again anytime.
Stayed 28 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A month in paradise

We have rented numerous properties on Cudjoe over the past few years. This home is best we have ever rented! The home has an open floor plan and high ceilings. The back porch is a great hang out to enjoy the open water Atlantic views. The quick ocean access is a plus for us. The dock handled our 31’ boat great. Tracie and Henry couldn’t be nicer and made us feel at home. The lush tropical landscape is beautiful. My kids enjoyed seeing the land crabs and iguanas. The home has some nice relaxing space underneath. We caught tarpon and mangrove snapper from the dock. The sunset views are fantastic. We will be back!
Stayed 28 nights in May 2021
Response from VrboOwner on 29 June 2021
Thank you so much! You and your family were a joy to have! We appreciated the respect you have shown for not only the house but for the entire neighborhood! We look forward to having you back soon!
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