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Quaint cottage, pool, dockage just minutes to Key West!

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A lakeside picnic area with a wooden table and benches, surrounded by lush greenery and a clear view of the water. - Quaint cottage, pool, dockage just minutes to Key West! (Cudjoe Key)
An aerial view of a residential area with houses, a swimming pool, and a small dock. - Quaint cottage, pool, dockage just minutes to Key West! (Cudjoe Key)
A swimming pool with a curved edge, surrounded by a concrete deck. There are lounge chairs and a small green structure nearby. - Quaint cottage, pool, dockage just minutes to Key West! (Cudjoe Key)
A kitchen with wooden cabinets, stainless steel appliances, and a black countertop. - Quaint cottage, pool, dockage just minutes to Key West! (Cudjoe Key)
A marina with several boats docked. - Quaint cottage, pool, dockage just minutes to Key West! (Cudjoe Key)
Quaint cottage, pool, dockage just minutes to Key West! provides amenities like a garden and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Add dates for prices

About this property

Quaint cottage, pool, dockage just minutes to Key West!

  • Cottage #5 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. One of our most spacious cottages; it offers a full kitchen, screened patio, two queen bedrooms. This cottages is only steps away from our pool. The 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.

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About the neighborhood

Located in Summerland Key, this cottage is on the waterfront. 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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Summerland Key travel guide
View more Cottages in Summerland Key
Map
Cudjoe Key, FL

What's nearby

  • A thatched-roof outdoor seating area with tables and chairs overlooking a body of water.
    Lower Sugarloaf Sound
    7 min drive - 5.1 miles
  • A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.
    Florida Keys Beaches
    8 min drive - 5.4 miles
  • Upper Sugarloaf Key
    3 min drive - 2.1 miles
  • Upper Sugarloaf Sound
    4 min drive - 2.9 miles
  • Great White Heron National Wildlife Refuge
    10 min drive - 5.0 miles

Getting around

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

Restaurants

  • Morning Joint
    2 min drive
  • Boondock's Grille & Drafthouse
    9 min drive
  • Looe Key Tiki Bar & Restaurant
    9 min drive
  • Tonio's Seafood Shack & Tiki Bar
    6 min drive
  • Square Grouper Bar and Grill
    2 min drive

Frequently asked questions

Does Quaint cottage, pool, dockage just minutes to Key West! have a pool?

Yes, this property has a pool.

Is Quaint cottage, pool, dockage just minutes to Key West! pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Quaint cottage, pool, dockage just minutes to Key West!?

Check-in begins at 3:00 PM.

What time is check-out at Quaint cottage, pool, dockage just minutes to Key West!?

Check-out is at 10:00 AM.

Where is Quaint cottage, pool, dockage just minutes to Key West! located?

Situated on the waterfront, this cottage 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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Reviews

Quaint cottage, pool, dockage just minutes to Key West! Reviews

9.0

Wonderful

9.0

Cleanliness

9.4

Location
Rating 10 - Excellent. 99 out of 157 reviews
Rating 8 - Good. 40 out of 157 reviews
Rating 6 - Okay. 13 out of 157 reviews
Rating 4 - Poor. 2 out of 157 reviews
Rating 2 - Terrible. 3 out of 157 reviews

Reviews

Verified review

10/10 Excellent

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

Great stay!

My family loved the cottage. The pool and fishing dock were awesome.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Great place close to key west

Clean property and easy access to cudjoe bay
Stayed 6 nights in Jul 2024
Verified review

8/10 Good

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

Good location

Good location, everything you need.
Stayed 8 nights in Mar 2024
Verified review

8/10 Good

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

Fun with friends!

Loved the location close to key west! Place was clean and comfortable! We are already planning our return!
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

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

Peaceful getaway

We enjoyed the property. Communication with the host was great, and the cottage was clean and comfortable.
Stayed 4 nights in Dec 2023
Verified review

8/10 Good

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

Nice place

The cottage was nice. It was clean. The location was good. Great shower!!
Stayed 3 nights in Dec 2024
Verified review

8/10 Good

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

Blue cabin

Had issue with tv, but host resolved quickly. Close to many places to eat.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

Awesome place

Very nice, roomy cottage. Great view both sunrise and sunset. Nice dock to fish off of. Sadie our lab loved all the places to walk on property. Simply paradise!!
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

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

Great location

We had a really nice time. Loved the location...we could paddleboard right from the house. Awesome restaurants close by. Nice, quiet, and relaxing. We would definitely stay again. Although next time I would want the unit closest to the water.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

Thanksgiving 2023

This is a quaint, conveniently located property. Plenty of room on the dock for our boat. The cottage was very clean and quiet. We had an extremely relaxing week and hated to leave. I highly recommend booking your stay here !
Stayed 7 nights in Nov 2023
Verified review

8/10 Good

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

Cabin in the keys

It was fun Caught fish at the end of the dock Only complaint is they restrict the a/c to 75degrees and that was not listed
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Fishing the Keys

Great cottage, clean, had everything we needed. Freshly updated. Would recommend a little TLC on the outside. 2 great fishing days and a road trip to Key West!
Stayed 5 nights in Mar 2024
Verified review

6/10 Okay

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

Nice place to travel with pets

Overall I appreciate having a rental where I can take my two dogs. However, if I did not have my dogs I would probably not stay here. Some of the furniture was broken. The exterior needs some TCL. Everything was a little run down but decent.
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Peaceful paradise

Based on the description, i assumed this was a large property with lots of listings and the amenities would be a good distance away...i was wrong and I loved it. Smallish property with lots of privacy, the amenities were so close! Also, it was great to be in a home away from the crowds on Key West at night. I slept peacefully at night and had a blast during the day when I did drive to Key West.
Stayed 3 nights in Jul 2023
Verified review

8/10 Good

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

Some updates needed

Overall rating of good. Lovely, updated kitchen and bathroom, the shower was fabulous. It had a great area for the dogs, the beds were comfortable, but the living room needs a lot of work. It wasn’t comfortable to sit and relax to watch tv. The remote for the tv was missing and the cable remote wasn’t working so that was challenging. We finally fixed it. The blinds were torn, and you can hear your neighbors conversations. The location was good and it was clean. Not sure we would stay there again, but there are other homes on the property that also rent.
Stayed 4 nights in Nov 2024
Verified review

6/10 Okay

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

Property was ok

This property could be a jewel. After I booked I got a long list of rules and things I would have to provide for myself. I don't mind providing my own toilet paper and paper towels--the tone set just was not welcoming. We have stayed at so many great places where we felt cared for. That was not the case here. It' was not as clean as I would have liked. The kitchen was really nice but the refrigerator periodically leaked onto the floor. The bathroom was nice but there was nowhere to put your things. The bedrooms were homey and beds were ok. The living room was sunken with a step down, I would have wanted to avoid if I had known. The tiny living room was furnished with castoffs; a broken recliner and TV with volume which could not be turned up. I had to perch myself about two feet from the TV to hear it. The WIFI password they sent me was wrong, so I had to call mgt to get the correct one. The only lighting was harsh overhead light. The pool looked nice - I saw someone else enjoying it. There were two docks and views of the water. But nowhere to sit and enjoy the view except a picnic table. I would have liked to taken a chair down there to enjoy the view with a drink, but thought that might be breaking some rule. The grounds had lovely trees and bushes, but piles of junk and broken up concrete here and there. The washer and dryer worked well and at 1.25 a load were reasonable. But the wash room, a shed behind the pool was dirty and depressing without a working light.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the first time we visited and we loved it, we came for our anniversary this year and it was great, the location allows you to visit all the keys and plan Key West trips easily, we stayed at cottage #5 and it was very cozy and welcoming, it was clean, you have access to the pool using the back door and a porch using the front door, very comfortable. Our favorite part was the dock, it was so peaceful watching the sunrise and hanging out, just make sure to use LOTS of sunblock , we'll love to come back again another time!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, listing accuracy
The accommodations were great! The space was clean and well cared for. The pool was well maintained. My only disappointment was that we were unable to launch our boat on the property ramp. It was too mucky and not deep enough even at high tide. Fortunately, there were many boat ramp alternatives in the area and we were able to launch from the blimp road ramp or the little torch key ramp. Sugar loaf marina is 20 to launch and the local ramp is 10. Plenty of space to park our boat and trailer every day.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
great location, we are return visitors & will be back!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy two bedroom tri-plex centrally located for a Keys getaway.
Stayed 2 nights in Nov 2025
Verified review

8/10 Good

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

Great location and accommodations.

Great location and accommodations.
Stayed 7 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time staying here. I love it. Private, quiet, host is very pleasant and accommodating. Place is clean. Will stay again when in The Keys.
View from the pier
Charter on New Year’s Eve
Pier at night under the moonlight
View from house to the ocean.
Stayed 6 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was seamless. House and property were exactly as advertised. We have stayed multiple times and will likely come back again. We love Cudjoe Cottages.
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

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

Very nice place to stay

Great place to stay and relax and enjoy the quiet. We enjoyed a quick trip to Key West for the day and looked forward to get back to the slower pace.
Stayed 2 nights in Jan 2023