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

Vacation home perfectly located for exploring Cutthroat Harbor Estates

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Balcony
Property grounds
Outdoor dining
Pool
Marina

Reviews

8.4 out of 10
Very good

Entire home

3 bedrooms2 bathroomsSleeps 687 sq m

Popular amenities

  • Parking available
  • Dryer
  • Kitchen
  • Washer

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Place, Florida Keys Beaches
    ‪9 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪43 min drive‬

Room options

About the area

Summerland Key

Oceanside stay.Your stay at this Cutthroat Harbor Estates vacation home places you within 2 miles (3 km) of Venture Out Keys and Venture Key. Out Key and Upper Sugarloaf Key are also within 3 miles (5 km).
View more Vacation homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 5.6 km
  • Upper Sugarloaf Sound - 8 min drive - 6.9 km
  • Florida Keys Beaches - 9 min drive - 6.0 km
  • Lower Sugarloaf Sound - 12 min drive - 10.8 km
  • Sugarloaf Beach - 18 min drive - 16.7 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬7 min drive
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪5 Brothers Two - ‬7 min drive
  • ‪Morning Joint - ‬5 min walk
  • ‪Broil - ‬2 min drive

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.

Similar properties

Outdoor dining
Cudjoe Cottages, swimming pool, just 20 miles from Key West
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.4 out of 5, Excellent, 148 reviews
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Internet access

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

  • 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

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 936 square feet

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 are welcome
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees
  • 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 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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

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

Reviews

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

8.4

Very good

7.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Eco-friendliness
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

4/10 Poor

K F.

Disliked: Cleanliness
The bedrooms were comfortable, Aa/C was cold and the location was good for public transportation into Key West. The kitchen was sorely lacking with utensils and cookware to prepare any meals. House was not stocked with items for 6 person vacation with a message to call if more things were needed. We did not want to have to ask for basics in the middle of a vacation. Property is very dated in desperate need of upgrades, some basic upkeep and maintenance. We were a party of six adults used to moderately nice accommodations. The unit was functional and if your need is basic for a place to stay and get into town, it fits that purpose.
Stayed 4 nights in Oct 2025

10/10 Excellent

Kim B.

Liked: Cleanliness
Property was clean and comfortable. Location was ideal for our visit and the host gave hreat instructions on locating our unit. Its not a 5 star hotel- if thats what you want, this isnt the place. But if you want a clean, comfortable, affordavlble and convenient location. This is it. Cant wait to come back next year. Thank you!
The dock at sunrise
Stayed 4 nights in Aug 2025

10/10 Excellent

Thomas M.

Stayed 3 nights in Jul 2025

10/10 Excellent

Peyton S.

Liked: Cleanliness
Great experience
Stayed 5 nights in Jul 2025

4/10 Poor

KAREN C.

Disliked: Cleanliness

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

10/10 Excellent

Thomas

Travelled with partner, Travelled with group
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.

Liked: Cleanliness

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

6/10 Okay

Donna P.

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

10/10 Excellent

Sara H.

Liked: Cleanliness

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

Samantha L.

Liked: Cleanliness

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

4/10 Poor

Kiril, Sofia

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

Staci S., McKinney

Liked: Cleanliness

Very Relaxing

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

6/10 Okay

Andy C.

Disliked: Cleanliness

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

Rita V.

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

6/10 Okay

Marla W.

Liked: Cleanliness

Needs a little TLC

Nice, comfortable house that needs a little TLC to be a great vacation spot. Exhaust fans didn't work in either bathroom, ceiling fan in bedroom closest to kitchen is unbalanced and very noisy at any speed. Tub faucet in hall bathroom dripped constantly. Gas grill was totally rusted out and missing controls. On the plus side, all beds were good, comfortable living room furniture with plenty of room to spread out. Great parking for our truck and trailer next to the house.
Stayed 6 nights in Feb 2025

10/10 Excellent

Thomas M.

Liked: Cleanliness
Stayed 2 nights in Jan 2025

6/10 Okay

Michele H.

Needs updating and repairs

The house was clean on the inside, but no dressers to unpack your clothes. Closet doors were off in one bedroom and no hangers available. Ice maker didn’t work and freezer was leaking. Frig with broken shelf guards in door. Not enough large utensils for cooking. Outside deck furniture was a joke. Only 3 plastic chairs, one broken. Owner replaced with 2 large wicker chairs. Grill was unusable. I could go on with lack of pool furniture and railings. Basically paid for a house that wasn’t worth the price.
Stayed 7 nights in Feb 2025

10/10 Excellent

Thomas M.

Stayed 3 nights in Jan 2025

8/10 Good

pat b.

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

Angie S.

Liked: Cleanliness

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

Mandy R.

Liked: Cleanliness
Stayed 5 nights in Dec 2024

8/10 Good

John L.

Liked: Cleanliness

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

8/10 Good

Seth H.

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

Linette H.

Liked: Cleanliness
Stayed 7 nights in Aug 2024

6/10 Okay

Eric C.

Disliked: Cleanliness

Not very clean but if you’re looking for a cheap place to stay for the weekend it’s fine

Stayed 3 nights in Aug 2024