Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Photo gallery for Just 20 miles from Key West! Oceanfront, dockage, swimming pool

A wooden dock extending into calm waters with a clear sky above.
A rural road with a car parked on the side, surrounded by lush greenery and a clear blue sky.
A marina with two boats docked, a picnic table, and a view of the water and trees.
A glass-top table with a metal frame, surrounded by chairs, set outdoors with a view of palm trees and a building in the background.
A living room with a sofa, two chairs, a coffee table, a TV, and a ceiling fan.

Reviews

8.4 out of 10
Very good

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Swimming pool
  • Dog-friendly
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Cudjoe 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

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Miscellaneous
Amazing Pool & Canal Ground Level Home, Ocean access
Big Pine Key
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
9.8 out of 10, Exceptional, (34 reviews)
Amazing Pool & Canal Ground Level Home, Ocean access

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 scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 5 min drive - 5.6 km
  • Upper Sugarloaf Sound - 6 min drive - 6.9 km
  • Florida Keys Beaches - 6 min drive - 6.3 km
  • Boondocks Grille & Draft House - 9 min drive - 10.7 km
  • Lower Sugarloaf Sound - 9 min drive - 10.5 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬7 min drive
  • ‪Morning Joint - ‬5 min walk
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬7 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬4 min drive

Frequently asked questions

Does Just 20 miles from Key West! Oceanfront, dockage, swimming pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Just 20 miles from Key West! Oceanfront, dockage, swimming pool?

As of 28 October 2026, prices found for a 1-night stay for 2 adults at Just 20 miles from Key West! Oceanfront, dockage, swimming pool on 13 November 2026 start from NZ$1,560, 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.

Is Just 20 miles from Key West! Oceanfront, dockage, swimming pool pet-friendly?

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

How much is parking at Just 20 miles from Key West! Oceanfront, dockage, swimming pool?

On-site parking is available at the property.

What time is check-in at Just 20 miles from Key West! Oceanfront, dockage, swimming pool?

Check-in begins at 3:00 PM.

What time is check-out at Just 20 miles from Key West! Oceanfront, dockage, swimming pool?

Checkout is at 10:00 AM.

Where is Just 20 miles from Key West! Oceanfront, dockage, swimming pool located?

Located in Cutthroat Harbor Estates, this holiday home is within 2 miles (3 km) of Venture Out Keys, Venture Key and Out Key. Upper Sugarloaf Key is 3.1 mi (5 km) away.

Reviews

8.4

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 64 out of 131 reviews
Rating 8 - Good. 37 out of 131 reviews
Rating 6 - Okay. 20 out of 131 reviews
Rating 4 - Poor. 8 out of 131 reviews
Rating 2 - Terrible. 2 out of 131 reviews

7.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

9.8/10

Check-in

9.4/10

Communication

9.4/10

Location

8.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice had plenty of room for my family.
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
House was what we expected. Had a great time.
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay, I would recommend bringing plastic utensils, there didn’t appear to be enough. Other than that we had a great stay.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean!
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great!
Stayed 3 nights in Jan 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Quiet.
Stayed 14 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really liked the location. Saw some great sunsets. Liked that we had use of washer/dryer. Place was clean and comfortable! Also enjoyed use of kwtransit.
Stayed 14 nights in Feb 2026
Verified review

10/10 Excellent

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

We enjoyed our stay. Great fishing dock . Kids loved the pool .

We enjoyed our stay great fishing dock . The kids loved the pool .
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

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

Perfect location away from the crowds.

Deer in the front yard, perfect location, clean and friendly
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a wonderful weekend even with the rain! It was our first time staying in the big house and it didn't disappoint. Thanks!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay. Clean beds, towels, and kitchen was very usable. Easy, no issues stay. Clean cut communication on check-in, rules, and expectations. Thanks!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

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

Peaceful and Relaxing

The location, size of the place and privacy were wonderful. We enjoyed our stay:)
Stayed 9 nights in Nov 2023
Verified review

8/10 Good

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

Secluded Tropical Oasis

My family truly enjoyed our stay here. The house was perfect for what we needed and the property was absolutely beautiful!
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

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

Cute Place!!

We really enjoyed our stay!! Everything we needed was there. Gorgeous views of the water just a short walk away. Thanks for having us!!
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

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

Weekend Getaway

Great property in a great location. House shows its age, but it was very nice and everything worked. It was perfect for our group. Would definitely stay there again when returning to the keys.
Stayed 3 nights in May 2023
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Nice place

Love the place. It’s nice.
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

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

Great l9cation

Right on the water with a great view
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Our stay

Everything exactly as discribed. Excellent property.
Stayed 4 nights in Jan 2024
Verified review

10/10 Excellent

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

Old keys charm

Great property. Brought our boat and had a great time. Quick drive to Key Wedt.
Stayed 8 nights in Jun 2024
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Nice for the price.

This place was nice and came as advertised. Location is solid and near a few good restaurants and bars. It could have been a little cleaner but overall was in good shape. Would stay again. Price is good for what you get.
Stayed 4 nights in Nov 2024
Verified review

4/10 Poor

Liked: Location
Disliked: Cleanliness, check-in, listing accuracy
This property is in great need of TLC as it was poorly maintained. Still unsure of the location of the pool. Floors were filthy, all of our feet were dirty and we only were there for less than a day. Okay for a one night stay, but would be very disappointed if the stay was longer. The host communicated well and the location was very central to Cudjoe Key restaurants.
Stayed 1 night in Jan 2026
Response from VrboOwner on 19 February 2026
Thank you for staying with us! We take a lot of pride in making sure our guests have a great vacation. I will reach out to the guest regarding the TLC. We recently updated the appliances and are always making upgrades and repairs. And I have talked with the housekeeper about the floors. I'm not sure how you missed the pool, it is right outside your front door. We have 2 pools and guests are provided a map of the property.
Verified review

10/10 Excellent

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

Very Relaxing

Wonderful lazy days; some fishing and playing in the pool. thank you for sharing!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

Winter getaway

Property was exaxtly as described. Could use some updating, but everything was clean and functioning. The house was plenty spacious, but we did spend most of out time on the deck. Wouod stay again!
Stayed 4 nights in Jan 2025
Verified review

8/10 Good

Nice abode for a quick getaway with friends.

Home was well appointed and clean. A few minor maintenance items (like sliding door that is tough to lock) but did not affect our stay and we would stay her again.
Stayed 3 nights in Mar 2019
Response from VrboOwner on 27 March 2020
Hello, I am glad you enjoyed our home, we had that door lock re[laced... Thank you, Susan Rich
Tell us how we can improve our siteShare feedback