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Charming cottages, dockage, pool, just minutes to Key West

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Property grounds
Marina
Private kitchen
Living area
Room

Reviews

8.6 out of 10
Excellent
2 bedrooms1 bathroomSleeps 472.9 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View 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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Dining area

About this property

Charming cottages, dockage, pool, just minutes to Key West

Cottage #6 - Only 20 miles from Key West, but a world away from the hustle and bustle. Come experience a truly relaxing Keys experience. Our fully equipped cottages mean all you need is your swimsuit and sunscreen! Anglers will find easy access to crystal clear waters using our small boat launch and convenient dock and sea wall. Runners and cyclists will find easy access to the Florida Keys Overseas Heritage Trail - 75 miles of paved trail tracing the original route of the Flagler Railroad. When you're ready for tourist activities make the short drive to Key West and visit the Aquarium or hop on the Conch Tour Train. Big Pine offers nature enthusiasts the Blue Hole with Key Deer lots of wildlife.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted
Rates are subject to change until reservation is confirmed. Occupancy limits strictly enforced. This unit accommodates a maximum of 4 guests.
ONLY registered guests permitted to use Cudjoe Cottage amenities to include pool, boat launch, kayaks, seawall and dock.

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
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Summerland Key

Summerland Key is home to this cottage. 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.
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 - 9.0 km
  • Sugarloaf Beach - 15 min drive - 14.4 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
  • ‪Broil - ‬1 min walk
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Mangrove Mama's - ‬2 min drive

Frequently asked questions

Does Charming cottages, dockage, pool, just minutes to Key West have a pool?

Yes, this property has a pool.

How much does it cost to stay at Charming cottages, dockage, pool, just minutes to Key West?

As of 26 March 2026, prices found for a 1-night stay for 2 adults at Charming cottages, dockage, pool, just minutes to Key West on 24 May 2026 start from NZ$408, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Charming cottages, dockage, pool, just minutes to Key West pet-friendly?

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

How much is parking at Charming cottages, dockage, pool, just minutes to Key West?

On-site parking is available at the property.

What time is check-in at Charming cottages, dockage, pool, just minutes to Key West?

Check-in begins at 3:00 PM.

What time is check-out at Charming cottages, dockage, pool, just minutes to Key West?

Checkout is at 10:00 AM.

Where is Charming cottages, dockage, pool, just minutes to Key West located?

Situated in Summerland Key, this cottage is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 69 out of 124 reviews
Rating 8 - Good. 29 out of 124 reviews
Rating 6 - Okay. 16 out of 124 reviews
Rating 4 - Poor. 8 out of 124 reviews
Rating 2 - Terrible. 2 out of 124 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.4/10

Communication

9.2/10

Location

8.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

joe S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was really nice. Bed was a little firm for my liking but thats just me. Place was great.
Stayed 3 nights in Jan 2026
Verified

6/10 Okay

Kelsey I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Susan was great to work with. This place is functional, but lacking in routine maintenance and some cleaning. Grease stuck on cabinets near stove area, fan and heating vents had lots of dust. The master bedroom had whit tape on ceiling to cover up some needed repair, drywall chipped near couch, no drywall repair job for ripped out toilet paper and hand towel holder. Areas around the ground could be improved as well.
Stayed 3 nights in Feb 2026
Verified

8/10 Good

Robin D.

Liked: Cleanliness, check-in, communication, listing accuracy
host answered our question. Did not know w& d was coin washer and dryer
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

ANJANA

Liked: Cleanliness, amenities, property conditions & facilities, communication
Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches.
Stayed 6 nights in Apr 2025
Verified

6/10 Okay

Ty A.

Liked: Cleanliness, check-in, communication, location
Property was in disrepair. Holes in walls / not repaired when items removed in bathroom. No microwave, just an old stove for heating up food.
Stayed 8 nights in Nov 2025
Verified

8/10 Good

Randy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jennifer was very nice and accommodating.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Sheila G.

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

Perfect for family.

We enjoyed are stay. The customer service was great. The area was quiet and had access to the water for a boat.
Stayed 4 nights in Mar 2025
Verified

8/10 Good

PJ H.

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

Good Value

Great value. Really enjoyed the location. The apartment could use some attention to detail but overall was a great experience.
Stayed 6 nights in Apr 2025
Verified

10/10 Excellent

Adrian S.

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

Relaxing stay

Our unit was clean and comfortable, it was nice to have the use of the shore areas, pool, and laundry. We had a great stay.
Stayed 4 nights in Feb 2023
Verified

10/10 Excellent

Tommy K.

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

Peaceful

Enjoyed the serenity of your place
Stayed 6 nights in Feb 2025
Verified

10/10 Excellent

S

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

Perfect

30 minutes from Key West. No problems finding the place. No traffic.
Stayed 3 nights in Mar 2025
Verified

8/10 Good

Debbie M.

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

Convenient to key west .

Nice to be able to bring our dogs.
Stayed 4 nights in Apr 2023
Verified

8/10 Good

Peter M.

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

Cottage

This is a no frills get away. It is clean albeit a bit run down. Bring your own everything and you will need coins for the laundry machines. Nice place to crash after active days.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Chris H.

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

We really enjoyed ourselves!

The place was lovely. Enjoyed the keys!
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Jerie F.

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

Quaint Cottage

Nice Location, has a dock, pool and allows Dogs.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Amy O.

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

Much needed RnR

Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend.
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Jennifer C.

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

Great location

Cudjoe Key is centrally located. There are a lot of activities close by, but the location itself is quite and peaceful.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Terry M.

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

Charming cottage

Lovely cottage with an old Florida charm. Shade trees, swimming pool, dock, beautiful water view. Would definitely stay here again.
Stayed 3 nights in Feb 2023
Verified

10/10 Excellent

Michael W.

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

Good place

Couldn’t beat the price
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

Jennifer C.

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

Great Location

We have stayed at this property multiple times. It is a super convenient location. We bring our boat and it's only a short ride out to either the Gulf or Ocean.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

CINDY L.

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

Realtor

Great quite location but close enough to Key West to go to dinner or the day
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Hollison P.

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

Cudjoe Cottages

We absolutely love staying here at this location! It’s a nice/safe location with so many things to access while you stay. The house is clean and perfect whether you stay there all day or are just there to sleep. We always look forward to coming back!
Stayed 5 nights in Jun 2023
Verified

6/10 Okay

Ruth M.

Liked: Location
Disliked: Listing accuracy

Memorial Day getaway

The accommodations were good. We are fisherman. I would describe this as a nice fish camp type accommodations. Our problem was accessibility for the boat. Water is really shallow. We needed to time our trips around the tide. On one trip out water was more shallow than indicated on GPS and we bent both our props. We like the accommodations and the location but just doesn't work for our boat.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Tom J.

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

Wonderful cottage for fishing stay

The cottage was wonderful as a base-camp for a fishing stay. The kitchen was well stocked for breakfasts preparation, big refrigerator w ice maker, very roomy and comfortable. Air conditioning and ceiling fans were a blessing. The property is very nice w added perk of nice pool. Great location, quiet and convenient.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Claire M.

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

Sweet quiet retreat on Cudjoe Key

Perfect weather in Cudjoe Key !!! Very nice 2 bedroom unit that was very cute and looked like it was freshly renovated. We had everything we needed for an enjoyable stay. Great restaurants & coffee shops in Cudjoe Key. I hope to return.
Stayed 12 nights in Feb 2023

About the host

Hosted by Susan Rich

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