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Cottage with swimming pool and dockage, just minutes to Key West!

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Property grounds
Miscellaneous
Pool
Pool
Exterior

Reviews

9.0 out of 10
Wonderful
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage #3 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. This cottage 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 Cottages to be your Home Away From Home.

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About the area

Summerland Key

Located in Summerland Key, this cottage is near theme parks and by the ocean. 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.
View more Cottages in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Upper Sugarloaf Sound - 4 min drive - 4.6 km
  • Lower Sugarloaf Sound - 7 min drive - 8.2 km
  • Florida Keys Beaches - 8 min drive - 8.6 km
  • Sugarloaf Beach - 14 min drive - 14.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 107 out of 169 reviews
Rating 8 - Good. 44 out of 169 reviews
Rating 6 - Okay. 11 out of 169 reviews
Rating 4 - Poor. 2 out of 169 reviews
Rating 2 - Terrible. 5 out of 169 reviews

9.2/10

Cleanliness

7.0/10

Amenities

8.6/10

Property conditions & facilities

9.8/10

Check-in

9.4/10

Communication

9.6/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Eric R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had everything I needed for my work trip. Perfect for families or solo trips.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Roxanne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint,clean cottage. Quite area, friendly neighbors. Close to alot of things with plenty within walking distance. Very dog friendly!
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Bonnie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Jennifer

Liked: Communication
Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere.
Stayed 10 nights in Jan 2026
Verified

6/10 Okay

David H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage show signs of wear which comes with an older building. Bathroom is tight. No exit on one side of the bed due to smaller room. Latch on entry door was broken upon arrival but was remedied the next day. Screened porch was nice for relaxing after a day touring!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Terry

Liked: Cleanliness, property conditions & facilities, communication
Everything was there that I needed. Very nice area for my dog.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Dawn Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists.
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Artie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

John O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet area
Stayed 6 nights in Sep 2025
Verified

10/10 Excellent

Angela

Liked: Cleanliness, property conditions & facilities, communication
Everything was perfect. The place was clean. Easy to find and get in and out. The cottage had everything we needed to make breakfast and dinner
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Chad M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The goods: Nice location. Very quiet driveway and water maybe 100 feet away. Hot water is the best i've ever experienced and the A/C is great. The not so good: The ceiling fans are super loud and sound like a can full of rocks. The tile floors are broken and the sliding door isnt very secure. Overall, i'd stay there again but would look for a better rate elsewhere before this was my first choice.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Tony S.

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

Another great stay....

Clean and comfortable.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Pamela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean quaint charming little cottages.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Thomas B.

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

Great getway to keys

Nice place and susan was an excellent hosts
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Eric E.

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

Wonderful oasis to feel at home!

Wonderful stay with great property and pool. Very well maintained!
Stayed 4 nights in Apr 2025
Verified

8/10 Good

John H.

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

Comfortable place to stay

The cottage was comfortable, and the bed was just right. We were in the Keys for a funeral, so not much running around.
Stayed 3 nights in May 2025
Verified

8/10 Good

Terry H.

Liked: Cleanliness, check-in, communication, listing accuracy
Quant little home. Kitchen has everything you’ll need. One bedroom, mattress is comfortable. We only were back each day after 8pm so didn't watch too much TV, bring your app's for more of a selection of things to watch. We had one plumbing issue, owner addressed this issue by the time we got back in the evening.Pool was clean and just behind the building. Only thing i would suggest is upgrading on furniture in living room. Couple local restaurants within 3-5 minute ride. We would stay there again, it was only a 30 minute drive to get to down town Key West.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Roy G.

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

Great place to stay. We brought a boat with us, tied it up 50 yards away.

Outstanding location for us. Our stay was quiet and relaxing. I
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Judy J.

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

Cozy cottage with access to pool

We loved the location, right on the water with access to a pool and boat launch.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Colleen S.

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

Great get away

We have been staying at this property for over 20 years. It’s the perfect location for visiting all of the lower keys.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Jasmine M.

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

Nice quite relaxing

We had a nice time at our stay. We stayed for 3 nights and it was close to key west and the docks were nice to fish off of. Place was clean and everything worked fine for us.
Stayed 3 nights in Mar 2025
Verified

8/10 Good

Shannon O.

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

Cute cottage in the Keys

Easy check in. Our host was quick to answer emails prior to check in. The cottage was great for my husband and myself. Quiet and cozy. The location was perfect for us due to spending more time in Key West. We enjoyed our vacation and will definitely try to book with thos host again next year.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Colin C.

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

It was great

Nice place
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Virginia P.

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

Nice cabin layout.

We liked layout of cabins. Plenty of trees and brush provided a sense of privacy. Nice porchfor afternoon sitting. Close to lots of restaurants/bars with good seafood.
Stayed 16 nights in Jan 2025
Verified

10/10 Excellent

Marianne K.

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

Birthday Weekend

What a great property! Great location! Thank you for some awesome recommendations! Would love to stay again!
Stayed 4 nights in Oct 2024
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