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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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Exterior
Exterior detail
Property grounds
2 bedrooms, free WiFi, bed sheets
Outdoor pool

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Air conditioning
  • Laundry
  • Parking available

Explore the area

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

Room options

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  • Pool
  • Hot tub
  • Pet friendly
4.9 out of 5, Exceptional, 557 reviews
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About the neighborhood

Summerland Key

With a stay at this cottage in Summerland Key, you'll be within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This cottage is 2.2 mi (3.5 km) from Upper Sugarloaf Sound and 2.6 mi (4.3 km) from Venture Key.
View more Cottages in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 4 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 7 min drive - 5.1 miles
  • Florida Keys Beaches - 8 min drive - 5.6 miles
  • Sugarloaf Beach - 15 min drive - 9.0 miles

Getting around

  • Key West Intl. Airport (EYW) - 27 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Mangrove Mama's - ‬2 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪5 Brothers Two - ‬9 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.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound with 2 swimming pools. Spacious cottage offers a full kitchen, screened patio, two queen bedrooms. The pool, dock and seawall are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida Keys to escape the winters, or enjoy the calm waters and great fishing and diving of the summers, you will find Cudjoe Oceanside Cottage to be your Home Away From Home.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Porch/lanai

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Gravel flooring in public areas
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Wheelchair-accessible pool
  • Smoking not allowed

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

Policies

Check-in

Check-in time starts at 4:00 PM
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 not allowed

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 33 out of 57 reviews
Rating 8 - Good. 11 out of 57 reviews
Rating 6 - Okay. 10 out of 57 reviews
Rating 4 - Poor. 1 out of 57 reviews
Rating 2 - Terrible. 2 out of 57 reviews

9.0/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Danny C.

Liked: Cleanliness
Awesome place and stay, really thankful for making last minute changes. Thank you for allowing us to stay! Will return in the future!
Stayed 3 nights in Mar 2026

8/10 Good

Laura G.

Stayed 6 nights in Feb 2026

6/10 Okay

Mary S.

Our cottage did not have a toaster, a working microwave, or a large bowl to make a salad in. The kitchen is very sparsely equipped!However I will say when I finally reached out Susan was very helpful and brought them over the next morning. When I have stayed at Vrbo’s in the past they have toilet paper, paper towels, garbage bags, ect… enough for one day of our 14 day stay.The internet was very spotty, and weak. 2 bars max.The place is old style, which I understood, but it the furniture was very old and mattresses very soft.Otherwise it was good.
Stayed 13 nights in Feb 2026

10/10 Excellent

Jennifer C.

Liked: Cleanliness
We loved the location of this property. It was mostly private and close enough to Key West to drive to town nightly while far enough away to have a pit j black sky at night to star gaze. We loved the semi private area. The house was just right for the two of us. We loved eating breakfast and doing devotions on the front porch each night. Susan was easy to work with and we felt very safe the whole time we were there. We utilized the heck out of those loungers by the water to do absolutely nothing. It was glorious.
Stayed 5 nights in Feb 2026

10/10 Excellent

Richard

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
Great location. The house was clean and cozy. Steps to the water for fishing or sunset views. Close to Key West but out of the craziness. Try the Squared Grouper restaurant just down the road. Great Stone Crab!!!
Stayed 3 nights in Oct 2025

6/10 Okay

Dennis R.

Liked: Cleanliness
WE did not get to go my father died and we stay home but the other people that was suppose to go went and stay in our cottage.
Stayed 8 nights in Aug 2025

10/10 Excellent

Lauren R.

Liked: Cleanliness
We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted.
Stayed 5 nights in Aug 2025

10/10 Excellent

David C.

Liked: Cleanliness

Very accommodating

Nice to have a boat slip…
Stayed 8 nights in May 2025

10/10 Excellent

Justin F.

Liked: Cleanliness

A quick trip

It was perfect for what we needed. Clean, convenient and cozy.
Stayed 4 nights in May 2025

8/10 Good

Paula M., Pennsylvania

Liked: Cleanliness

Short getaway trip

Property needs some repairs. Was clean and quiet
Stayed 4 nights in Apr 2025

10/10 Excellent

Anthony, Sykesville

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Drive very slowly as you look for the driveway. The iron gates are open and are hidden by the hedges.
Stayed 6 nights in Apr 2025

10/10 Excellent

Ann C.

Liked: Cleanliness

Great time fishing and relaxing @

Wonderful time
Stayed 7 nights in Mar 2025

6/10 Okay

Ahmet T.

Spring break getaway

The property is old and needs a lot of maintenance. The AC cannot be lowered below 75F and would struggle if the temps were any higher than those when we stayed, which ranged between 75 and 78F. The appliances are old and the dishwasher did not work when we were there. The bedrooms are OK but the beds are quite soft so watch out if you have back problems. The front and side entrance stairs to the house are through stairs, which are separating from the porch at the front and kitchen door at the side of the house. We had a small child and she tripped a few times. The rear porch roof had missing parts exposing the porch completely and the porch enclosures (walls and screens) at both the front and.rear were in poor shape ( decaying, falling apart). The front porch entrance door did not close properly and if you are leaving the house, it bangs all day long in the wind ( I know because the adjacent unit’s porch door did it when they were out and we were at hone one day). The entrance to the property is really awkward if you are coming from the east. If you want to be safe, you should go about half a mile or so west to find a spot you can safely u-turn and approach the entrance from the west. All this criticism aside, we found what we were looking for, peace and quiet that is close to Bahia Honda State Park, at a reasonable price. If you cannot overlook all the issues mentioned above regarding the house, this is not the place for you.
Stayed 6 nights in Mar 2025

8/10 Good

Terri H.

Liked: Cleanliness

Spring break 2025

Plenty of room for 2 couples. Dark skies and quiet area great for star gazing. Close to Key West but not in the chaos. Unit 15 needs some repairs. Be careful with the outside banister and gap between the unit and entry steps. Had a great time. Good vale for the cost.
Stayed 4 nights in Mar 2025

10/10 Excellent

Bette A.

Cudjoe Cottage

It needs work. 3 windows on the front porch, molding missing and very dirty. Back porch has animal feces on railing. Not enough towels. Cleaning supplies not there, There was 2 tiny bottles of palmolive dish soap. Horrible stuff would not take grease off frying pan. No winded, need dawn detergent. no dishwashrt
Stayed 4 nights in Mar 2025

10/10 Excellent

SCOTT B.

Liked: Cleanliness

Cudjoe Cottages

A great value
Stayed 2 nights in Feb 2025

2/10 Terrible

Jennifer H.

Liked: Cleanliness

Not what I expected

The unit we reserved was not what we expected. There was rotting wood falling from the back porch, the front steps had a large gap between them and the porch. Both of these seemed minor but once inside we found rust inside the microwave. We only stayed one of our 7 nights. The owner responded to our messages and had the rotten wood removed but refused any type of refund when we left. This could be a nice place but all of the property needs a good deal of updating and maintenance work
Stayed 7 nights in Feb 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness

Keys Meet Up

Nice place.
Stayed 5 nights in Jan 2025

8/10 Good

Billy K.

Great Location - Needs Some Attention

Well located to visit Key West as well as other Keys both East and West. House needs some attention.
Stayed 5 nights in Mar 2024

8/10 Good

Rhonda

Liked: Cleanliness, property conditions & facilities
Close to the water. Please consider upgrading your toilet paper.
Stayed 4 nights in Jun 2024

10/10 Excellent

Angel F.

Liked: Cleanliness

Fishing Trip

Great location for our fishing trip. we brought out skiff down and the property has a ramp and dock for boats.
Stayed 7 nights in May 2024

10/10 Excellent

Sherry

Liked: Cleanliness, property conditions & facilities
It was great for the price. Close enough for activities in key west and Big Pine

6/10 Okay

Adam F.

Liked: Cleanliness

Understanding Expectations

This is a very affordable property for the lower Keys. It took me about 40 minutes to drive to Key West because of the strict speed limits. The property is old and is not updated. There was a note on the AC that said not to lower the temperature below 76, which I wish I would have known in advance. I read the reviews, and a recent guest complained about a leak from the ceiling. I asked about this in advance, and was told it was a clog in the AC line that was fixed. However, there was a leak from the ceiling that dripped regularly during my stay that required an bowl and towel on the floor, as the first time I walked through it I slipped (not knowing it was there). All this being said, I was just looking for a place that I could work at during the day and drive into Key West at night. The wifi was fine. The TV worked. There were basic dishes, plates, silverware available. Just know what you're getting, as its one of the least expensive places for a reason.
Stayed 3 nights in Jan 2024

10/10 Excellent

stephen c.

Liked: Cleanliness

Florida is Great

Great property. Met all my needs and was clean, safe, easy to find. Enjoyed my time there. The property is equidistant from Key West and Bahia Honda State Park, both of which are great places to visit and explore.
Stayed 3 nights in Jan 2024

2/10 Terrible

Lori S.

Liked: Cleanliness

Air conditioning issue

This property is in a good location however, the house has an air conditioning problem in which the air conditioning was leaking all week while we were there. We had a bowl on the floor to catch the water dripping from the ceiling. So much dripping that it filled a bowl every 12 hours and the landlord was not able to get it fixed. We were told by the home owner to leave the air on 79!!! Very disappointed
Stayed 6 nights in Nov 2023