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Cudjoe Cottages, swimming pool, just 20 miles from Key West

Waterfront vacation home with kitchen and patio

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Outdoor dining - Cudjoe Cottages, swimming pool, just 20 miles from Key West (Cudjoe Key)
Property grounds - Cudjoe Cottages, swimming pool, just 20 miles from Key West (Cudjoe Key)
Exterior - Cudjoe Cottages, swimming pool, just 20 miles from Key West (Cudjoe Key)
Marina - Cudjoe Cottages, swimming pool, just 20 miles from Key West (Cudjoe Key)
Fridge, microwave, stovetop, dishwasher - Cudjoe Cottages, swimming pool, just 20 miles from Key West (Cudjoe Key)
With its oceanfront location, House B offers a serene escape. Enjoy the gentle breeze on the deck as you take in the sunrise view, or unwind by the pool. With a grassy yard perfect for grilling and plenty of space for kids and pets to play, this home comfortably sleeps six guests.

Reviews

8.8 out of 10
Excellent

Entire home

3 bedrooms2 bathrooms936 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer

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.

Cudjoe Cottages, swimming pool, just 20 miles from Key West

House B - This lovely 3 bedroom 2 full bath home is located on the Atlantic Ocean. There is always a gentle breeze on the deck facing the ocean with a sunrise view. Comfortably sleeping six guest with dockage available.This property has a sunrise view, grassy yard for grilling. The kids and pets can swim and play all day. Boating, fishing and ocean snorkeling from the property. There also is a pool. All linens and dishes are provided along with washer and dryer.

Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

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

  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing 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

  • Garden
  • Unit size: 936 square feet

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Policies

Check-in

Check-in time starts at 3:00 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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 50 lbs per pet)

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

Property is also known as

Vrbo Property
Cudjoe Cottages Swimming Pool Kayaks 20 Miles From Key West

About the neighborhood

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 4 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 5 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 9 min drive - 5.3 miles
  • Florida Keys Beaches - 12 min drive - 5.2 miles
  • Sugarloaf Beach - 16 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
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Broil - ‬2 min walk
  • ‪Mangrove Mama's - ‬3 min drive

Frequently asked questions

Does Cudjoe Cottages, swimming pool, just 20 miles from Key West have a pool?

Yes, this property has a pool.

Is Cudjoe Cottages, swimming pool, just 20 miles from Key West pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Check-in begins at 3:00 PM.

What time is check-out at Cudjoe Cottages, swimming pool, just 20 miles from Key West?

Check-out is at 10:00 AM.

Where is Cudjoe Cottages, swimming pool, just 20 miles from Key West located?

Situated on the waterfront, this vacation home is within 3 mi (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key. Venture Out Keys and Out Key are also within 3 mi (5 km).

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Cudjoe Cottages, swimming pool, just 20 miles from Key West Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 84 out of 148 reviews
Rating 8 - Good. 42 out of 148 reviews
Rating 6 - Okay. 14 out of 148 reviews
Rating 4 - Poor. 4 out of 148 reviews
Rating 2 - Terrible. 4 out of 148 reviews

8.6

Cleanliness

9.4

Location

Reviews

10/10 Excellent

alexandra a.

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

Great location

Great location and house was clean.
Stayed 3 nights in Oct 2024

8/10 Good

Charles V.

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

Keys kayaking

Nice location. Comfortable place although the couch and living room chair were old and stained.
Stayed 5 nights in Mar 2025

10/10 Excellent

Kat B.

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

Down Time

The property was comfortable, clean & neat.
Stayed 3 nights in Dec 2024

10/10 Excellent

Derenda S.

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

Short family get-away

My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,
Stayed 2 nights in Feb 2025

10/10 Excellent

Andrea C.

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

Perfection.

Three employees traveling in the Keys stayed and all reported their complete satisfaction with the accommodations and location. Thank you!
Stayed 4 nights in Jan 2025

10/10 Excellent

Patricia J.

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

Comfortable stay

Great place to kick back. We really enjoyed our stay, and having a ramp and a place to dock our boat was a plus!
Stayed 7 nights in Aug 2023

8/10 Good

Jeff B.

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

Fishing trip

We stayed at the property January 5-9 for a friends fishing trip. The property was good, was clean and well equipped. It met our needs. There was plenty of hot water for 4 people. The neighborhood was very quiet and had a great view of the water.
Stayed 4 nights in Jan 2025

10/10 Excellent

Molly M.

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

Girlfiends Get-Away!

Beautiful view of the ocean. Loved the porch/deck. Great location. The house was the perfect size for the four of us. Overall, a wonderful stay and we would definitely return!
Stayed 5 nights in Jan 2024

8/10 Good

Deb T., Albuquerque, NM

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

Loved the view!

An older property but adequate and comfortable. Nice location with access to the water. Huge yard, quiet neighborhood...just needs a Iittle tlc.
Stayed 2 nights in Feb 2024

10/10 Excellent

Jim L.

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

CUDJOE KEY

Rooms were well furnished. All very clean. Pool well maintained Docks enjoyable for fishing! We'll be coming back
Stayed 4 nights in Apr 2024

10/10 Excellent

Rob O.

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

Cudjoe Mini

We had an amazing vacation AGAIN at the Cudjoe Cottages. Check in was early and flawless. The place was immaculate and perfect size for my group. This was our 5th year staying there and we look forward to staying there again next year. Property Manager Jennifer was very easy and helpful to work with. 5 Star rating from this group!!!
Stayed 7 nights in Jul 2024

8/10 Good

Paul T.

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

Guys Chater Fishing Trip

House was comfortable! Our only disappointment was not having reasonable (comfortable) seating to be able to enjoy the awesome deck and view of the water!
Stayed 4 nights in Mar 2024

8/10 Good

Kristen B.

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

Nice View Good Value

Good value for an active adult family of 5. It was our first time in the Keys. We did not hang at the property. We ventured out to see the sites daily. Responsive customer service.
Stayed 7 nights in Jan 2024

10/10 Excellent

Donald B.

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

Planned Vacation in Keys

House was centrally located allowing us to go anywhere we wanted easily. Slept 6 people comfortably. 4 Adults and 2 teenagers. Pool was easily accessible. Dock fishing was outstanding caught a variety of fishes (shark, barracuda and many others) .Great view from deck.
Stayed 4 nights in Jul 2023

8/10 Good

Yelena Z.

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

Cudjoe Zhuk stay

The location of the property was beautiful. The amenities were not updated. There were absolutely no lights outside near the pool areas, didn’t feel safe letting my teenager outside after dusk. The furniture was very old and uncomfortable. I had to cover the couch with blankets in order to sit on it. Outdoor furniture had no cushions and was scattered all over the deck. Chairs didn’t match the size of the table so we were unable to have dinner outside. Overall our stay was good because of the location and the size of the house, we all had privacy. For the price we paid, I feel like it should have been a lot more updated.
Stayed 3 nights in Mar 2024

6/10 Okay

robert s.

Liked: Check-in, location

Nice property that needs updating

The Good The bad and The ugly. The good is it's extremely pet friendly my dog loved it. It's a great location right on the Atlantic side. We had a good time paddle boarding and fishing. It's nice being close to key West. The bad: it has a nice deep channel for docking your boat but it is extremely shallow getting in there and there is no channel. The Host could not tell me how to navigate my boat into the dock and we ran aground. At low tide there was approximately 12 in. Be very careful coming in and do not bring a large boat. The ugly: the house was dirty in every corner. Lots of rust and mold in the vents. The shower had low pressure and did not work well. Refrigerator did not cool down very fast we lost some food. Overall the property was great but there wasn't a whole lot of explanation of what pools to use we could have damaged our boat heavily there was no Mark channels or any real instructions on how to get your boat to the dock. And the house could be great if it was simply updated. It's a budget stay and keep that in mind
Stayed 3 nights in Feb 2025

6/10 Okay

Stephen F.

Liked: Check-in, communication, location

Great spot, but...

PRO: Response from Property Manager (Susan) Comfy beds. Good location for less $ than Key West. Pool Laundry Sunrise, sunset & night sky. Iguanas and birds. CON: Midges! Wife covered with a hundred bites. Not enough kitchenware for 6. One wineglass? Dirty corners, fridge top, HVAC closet No cable or satellite. "Update required" comments accurate. Outside lights not working. Nails sticking out on deck. Careful walking barefoot! Kitchen cupboard door askew. Not enough comfortable seating for 6 adults. Rummage sale leftovers in parking area? Some hangers and furniture for clothing? End table or two in living room?
Stayed 6 nights in Dec 2023

8/10 Good

Jillian P.

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

So much potential!

The property is an incredible location and concept (parking, pools, docks, etc) but overall the entire space could use some TLC. I believe the property is for sale so maybe it will be turned around into something incredible! Communication with the owner was great! I read the reviews beforehand so I knew there were some concerns about the need for TLC. This was easy to overlook due to the ease of parking a trailer, having deep water dockage and the incredible views! From the standpoint on cleanliness, the was disappointing. There’s a cleaning fee and even an envelope left to leave a tip but I was blown away with how dirty the unit was. There was trash left downstairs and the entire house could use a good sweep and mop. The sheets and towels were clean at least! Regardless, we had a great time! The property has so much potential and I’d be willing to see what’s been done next year to come back.
Stayed 7 nights in Aug 2023

8/10 Good

Kim G.

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

Keys quiet getaway

We got there about dark and were a bit concerned initially. the lower level was kind of cluttered and the lighting wasnt very good. Once we found the stairs and the motion activated lights and got inside, everything was better. The queen bed needs a new mattress and it was COLD in the house that first night with no available extra bedding. The towels were sufficient but need to be upgraded. Although we had 6 people there was not enough flatware for 6. We never found any pot holders either. The rest of the kitchen was great; the oven and gas range worked well (although it did set off the fire alarm with first use). The grill wasn't workable; there was no propane tank and we weren't sure if the hoses and connectors would work so we improvised and used charcoal. A few more easy chairs (at least enough seating for 6) would be ideal. BUT it worked out well. The view is amazing and it is quiet and peaceful. All in all, the issues above were minor and all 6 of us enjoyed our time here immensely.
Stayed 5 nights in Dec 2023

6/10 Okay

Tammy C.

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

Maintenance needed

The view was beautiful, the location was great. With some basic maintenance this would be an excellent place to stay. We would stay here again and hope this property is available when we want to return. The beds in 2 of the rooms were very comfortable but will need replaced in the near future. The twin beds were not very comfortable. Biggest complaint was the air conditioning couldn’t be turned down below 75 or it would freeze up. With the humidity a few nights was uncomfortable sleeping. This is something that definitely needs fixed. The shower doors in the master bathroom need replaced/repaired they would not open or close properly. The stool in the master bathroom needs reset it was wobbly. The window in the master bedroom is cracked and just has tape over the cracks. Several of the chairs on the outside deck are cracked and unsafe to sit in. Some of the boards need replaced on the upper deck and gutters need to be added to the roof. The area under the house could be a great place to hang out if it was cleaned up. We were told by another visitor that this whole complex is for sale and that is the reason for the lack of maintenance.
Stayed 6 nights in Feb 2024

10/10 Excellent

bryan c.

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

Quiet and enjoyable

Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location.
Stayed 7 nights in May 2025

10/10 Excellent

Deb T.

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

Excellent location...

Near to Key West in a quiet neighborhood.
Stayed 4 nights in Mar 2025

10/10 Excellent

James S.

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

Welcome to the tropics

Great places in these cottages with a sweet view and a cool pool. Right off Oversees Hwy, so you may easily hit the road to multiple destinations throughout the Keys. I totally dig it here.
Stayed 3 nights in May 2025

10/10 Excellent

Victoria N.

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

Awesome place !

Can’t beat it for a relaxing getaway!
Stayed 4 nights in Feb 2024

10/10 Excellent

Robert G.

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

Pleasant week end get away

Older, it was great for a weekend stay, close to key west with out the crowds
Stayed 3 nights in Jun 2024