Entire home

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

Overview
Amenities
Policies
Location
Host

Very good

3 bedrooms2 bathroomsSleeps 6936 sq ft

Popular amenities

Dryer
Kitchen
Washer
Parking available
Pet-friendly
Pool

Explore the area

Cudjoe Key, FL

Venture Out Keys
Upper Sugarloaf Key
‪5 min drive‬
Florida Keys Beaches
‪8 min drive‬
Key West, FL (EYW-Key West Intl.)
‪37 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

About this property

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.

Add dates for prices

Amenities

Pool

Kitchen

Washing machine

Dryer

Pet-friendly

Air conditioning

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Sea view
Pool
Kitchen
Washer

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

$100 pet rent

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

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher

We should mention

A car is recommended for transport to and from this property

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 cycling and ecotours nearby.

View more Holiday homes in Summerland Key

Cudjoe Key, FL

What's nearby

Upper Sugarloaf Key - 5 min drive - 5.9 km
Florida Keys Beaches - 8 min drive - 7.7 km
Sugarloaf Beach - 20 min drive - 17.1 km
Bahia Honda State Park - 29 min drive - 32.8 km
Duval Street - 42 min drive - 44.0 km

Getting around

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

Restaurants

‪Kiki's Sandbar - ‬10 min drive
‪5 Brothers Two - ‬7 min drive
‪Morning Joint - ‬5 min walk
‪Broil - ‬2 min drive
‪Square Grouper Bar and Grill - ‬2 min walk

Frequently asked questions

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

Yes, this property has a pool.

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.

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.

8.4

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

7.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Eco-friendliness

9.8/10

Check-in

9.2/10

Communication

9.4/10

Location

8.6/10

Listing accuracy

10/10 Excellent

Peyton S.

6 Aug, 2025

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

Great experience

Stayed 5 nights in Jul 2025

10/10 Excellent

Sara H.

28 Apr, 2025

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

Thomas

1 Jun, 2025

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

6/10 Okay

Michael L.

19 May, 2025

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

4/10 Poor

Kiril

17 Apr, 2025

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

Angie S.

28 Jan, 2025

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

6/10 Okay

Andy C.

3 Apr, 2025

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

6/10 Okay

Donna P.

7 May, 2025

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

8/10 Good

Seth H.

11 Nov, 2024

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

6/10 Okay

Rita V.

22 Mar, 2025

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

10/10 Excellent

Lisa M.

4 Dec, 2023

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

Robert K.

16 Jul, 2024

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

Great l9cation

Right on the water with a great view

Stayed 3 nights in Jul 2024

4/10 Poor

KAREN C.

28 Jun, 2025

Liked: Check-in, communication, location

Disliked: Cleanliness, listing accuracy

Comfortable beds , great location , but Properly needs attention

We recently stayed at this rental and, while the location was ideal and the beds were very comfortable, the property overall was poorly maintained.There was a visible gap under the front door, which let in drafts and made us feel uneasy due to the minimal locks and general lack of security. In the bathroom, we had to manually turn on the water valve under the sink just to get cold water — something that should have been addressed before any guests arrived.Both the indoor and outdoor furniture were old and dirty, and the air conditioning return grate was rusted and covered in dust, giving the whole place a neglected feel.This rental has potential with its great location and good mattresses, but until it receives some basic maintenance and cleaning, I can’t recommend it.

Stayed 5 nights in Jun 2025

8/10 Good

Evelyn I.

23 Jun, 2023

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

Elyse T.

17 Jul, 2024

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

8/10 Good

pat b.

6 Feb, 2025

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

10/10 Excellent

Nike B.

13 Apr, 2023

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.

21 May, 2023

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.

1 Aug, 2023

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

Wendy M.

17 Mar, 2024

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

10/10 Excellent

Scott B.

11 Dec, 2023

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

29 Mar, 2023

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

10/10 Excellent

Barb K.

24 Apr, 2019

Fun, relaxing place to stay

Our group stayed here for three nights. It was an easy drive into Key West, but nice to come back to somewhere quiet. There was plenty of space for us to spread out. The outdoor table was used for all of our breakfasts and dinner that we cooked. Beds were comfy, and the kitchen was well equipped. One suggestion...a grill. The pool was nice, too! We would stay here again!

Stayed 3 nights in Mar 2019