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

Waterfront vacation home with kitchen and patio

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Balcony - Just 20 miles from Key West! Oceanfront, dockage, swimming pool (Cudjoe Key)
Pool - Just 20 miles from Key West! Oceanfront, dockage, swimming pool (Cudjoe Key)
Outdoor dining - Just 20 miles from Key West! Oceanfront, dockage, swimming pool (Cudjoe Key)
Marina - Just 20 miles from Key West! Oceanfront, dockage, swimming pool (Cudjoe Key)
Property grounds - Just 20 miles from Key West! Oceanfront, dockage, swimming pool (Cudjoe Key)
House A is a tranquil oceanfront retreat with direct access to the sea, perfect for rest and relaxation. Enjoy sunrise views, ocean breezes, and fully furnished comforts including cable and internet. Broil Restaurant is just across the street while Square Grouper restaurant and bar are down the street.

Reviews

8.4 out of 10
Very good

Entire home

3 bedrooms2 bathroomsSleeps 6936 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Barbecue grill
  • Washer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

House A - You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a few pounds. Three bedroom, two bath home, with direct ocean access, boat parking at the back door. Sunrise view, ocean breezes. Fully furnished, linens, cable/internet. This home is on a compound, we also have several one bedroom units as well as 2 bedroom. The perfect spot for weddings, reunions, or large groups! Broil Restaurant is just across the street, Square Grouper restaurant and bar in the is down the street. Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 936 square feet

Similar properties

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Cudjoe Cottages, swimming pool, just 20 miles from Key West
  • Pool
  • Kitchen
  • Washer
  • Dryer
8.8 out of 10, Excellent, 148 reviews
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: $100 pet rent

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have elevators
A car is recommended for transportation to and from this property

Property is also known as

Just 20 Miles Key West Oceanfront Dockage Kayaks Swimming Pool
Just 20 Miles Key West Oceanfront Dockage Kayaks Swimming Pool

About the neighborhood

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 3.5 miles
  • Upper Sugarloaf Sound - 8 min drive - 4.3 miles
  • Florida Keys Beaches - 9 min drive - 3.7 miles
  • Lower Sugarloaf Sound - 12 min drive - 6.7 miles
  • Sugarloaf Beach - 18 min drive - 10.4 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬7 min drive
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Morning Joint - ‬5 min walk
  • ‪5 Brothers Two - ‬7 min drive
  • ‪Broil - ‬2 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 Dec 11, 2025, prices found for a 1-night stay for 2 adults at Just 20 miles from Key West! Oceanfront, dockage, swimming pool on Dec 15, 2025 start from $225.0, excluding 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, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite 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?

Check-out is at 10:00 AM.

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

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

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Reviews

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

8.4

Very Good

7.8

Cleanliness

9.4

Location

10

Eco-friendliness

8.0

Property conditions & facilities
Rating 10 - Excellent. 56 out of 118 reviews
Rating 8 - Good. 33 out of 118 reviews
Rating 6 - Okay. 20 out of 118 reviews
Rating 4 - Poor. 7 out of 118 reviews
Rating 2 - Terrible. 2 out of 118 reviews

Reviews

10/10 Excellent

Peyton S.

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

10/10 Excellent

Sara H.

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

10/10 Excellent

Staci S.

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

10/10 Excellent

Lisa M.

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

10/10 Excellent

Thomas

Liked: Cleanliness, amenities, property conditions & facilities
Great place to get away. House and property were nice. If your bring a boat, you have to watch the tides. Flats or a smaller bay boat will be fine. Had a 21 foot center console. Low tide you just have to take it slow out to the channel. Great options for docking your boat. A lot of space for boat trailers. Location of property is nicely situated.
Stayed 4 nights in May 2025

8/10 Good

Evelyn I.

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

10/10 Excellent

Angie S.

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

8/10 Good

Seth H.

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

10/10 Excellent

Robert K.

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

Great l9cation

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

6/10 Okay

Andy C.

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

The stay..

Cudjoe Key is a great place that is centrally located to all attractions north and south. The location of this property is ideal in our bookThe property itself is in need of a great deal of maintenance and upgrades, but the beds are clean, and the water is hot.It was adequate for our boy's trip but likely would not rent again.As always: be sure to ask for all house/rental rules before booking.
Stayed 6 nights in Mar 2025

10/10 Excellent

Elyse T.

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

4/10 Poor

Kiril

Disliked: Cleanliness
The whole experience was decent until the last night. We met with a lot of termites and two cockroaches
Stayed 3 nights in Mar 2025

10/10 Excellent

Nike B.

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

10/10 Excellent

William A.

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

8/10 Good

xiomara a.

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

Nice place

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

8/10 Good

John L.

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

Great Location

My family of 5 stayed at this place for 3 nights. It is very convenient to Key West and Big Pine Key for the activities we participated in. Easy check-in and great communication with owner. The only issue was the house we stayed in could use a little updating--one example was the peeling wallpaper and old-looking/poorly cut moulding in places. That said, we would definitely stay there again. It was a good place for the whole family.
Stayed 3 nights in Dec 2024

6/10 Okay

Michael L.

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

TLC

Enjoyed our time in the area however the house needs a little TLC and updating. Oven doesn’t work. Master bath faucet drips.
Stayed 5 nights in May 2025

10/10 Excellent

william S.

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

Our stay

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

6/10 Okay

Donna P.

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

Girl trip

A little run down. Needs work. Railings loose, torn screen. Furniture shabby, bathroom fans not working ,ice maker doesn’t work, enjoyed the pool . A/C was very loud .
Stayed 5 nights in May 2025

6/10 Okay

Rita V.

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

Great location

The house was old and in need of some up dates. The furniture was in poor condition, the mattress needs to be replaced in all bedrooms. The patio was a mess but with that said the price we paid for that location was great. With all the homes we’ve rented this was in the worst condition but we made it work.
Stayed 5 nights in Feb 2025

8/10 Good

Wendy M.

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

Cute place- checked off all our needs

Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again.
Stayed 3 nights in Mar 2024

8/10 Good

pat b.

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

Great location on the keys

Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable.
Stayed 6 nights in Jan 2025

8/10 Good

Sharon D.

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

10/10 Excellent

Scott B.

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

Key vacation

The cottage was located in a prime area of the keys. Close to many restaurants and bait shops. The cottage could use some dusting around the top of cabinets and lights. But lets be honest you come come to the Florida Keys to stay in the room.
Stayed 4 nights in Dec 2023

8/10 Good

CHRISTINA

Liked: Cleanliness, amenities, property conditions & facilities, communication
house nice, roomy and comfortable. Beach area very pretty but needs to be cleaned up a little. We enjoyed the pool, floats provided. Kayaks provided were hard to find, wish there had been a few more. Would definitely stay here again. Like the area and Cudjoe Key too.
Stayed 4 nights in Mar 2023