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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

  • Dryer
  • Washer
  • Pet-friendly

Explore the area

View map
Cudjoe Key, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪3 min drive‬
  • Florida Keys Beaches
    ‪11 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪34 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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
  • Florida Keys Beaches - 11 min drive - 10.4 km
  • Sugarloaf Beach - 17 min drive - 14.4 km
  • Boca Chica Nude Beach - 35 min drive - 27.9 km
  • Duval Street - 39 min drive - 41.4 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
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Broil - ‬1 min walk
  • ‪The Bent Prop - ‬19 min walk

Frequently asked questions

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

Yes, this property has a pool.

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

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

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.
Learn moreOpens in a new window
Rating 10 - Excellent. 68 out of 119 reviews
Rating 8 - Good. 27 out of 119 reviews
Rating 6 - Okay. 14 out of 119 reviews
Rating 4 - Poor. 8 out of 119 reviews
Rating 2 - Terrible. 2 out of 119 reviews

8.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

9.6/10

Check-in

9.4/10

Communication

9.2/10

Location

8.6/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

8/10 Good

nicholas p.

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

Great Location

We launched our kayaks right from the property and found great fishing and paddling moments from the dock. The bay and dockage are very shallow--I wouldn't bring my power boat to this property. Easy drive into Key West and to all the lower keys. Nice little grocery store within minutes had everything we needed. The property is older and could use some maintenance, but if you don't mind a little fraying at the edges, this is a comfortable, beautiful and quiet corner of the keys. We loved it.
Stayed 4 nights in Mar 2025

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

6/10 Okay

amanda l.

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

Very "rustic"

We enjoyed staying in Cudjoe Key, but we will not be staying in this same property again. I will list the pros and cons to make it easier. Pros: pool was nice. Outside yard was nice and shady with plenty of parking. Boat ramp on site. Nice neighborhood and close to restaurants. The owner is very nice and responsive. Cons: The bedroom door did not close. It hit the wall instead of the doorframe. There was zero water pressure in the kitchen sink so we had to wash dishes in the shower. There is no A/C vent in the bathroom, so if you shut the door it turns into a sauna because the sun hits that window. The internet connection was all over the place. The whole unit needs serious updates. To put your boat in at the boat ramp, you have to back all the way down the road beside the other houses. I do not normally leave lengthy reviews, but I felt it was warranted with this place.
Stayed 4 nights in Jun 2025

10/10 Excellent

Jerie F., Altamonte Springs Florida

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

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

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

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

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

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

10/10 Excellent

John L.

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

Great stay!

Spent a great week in the keys. Location was perfect. Just south of Marathon and 25 min from Key West this was the perfect location. Rooms were clean and everything was perfect
Stayed 6 nights in Nov 2022

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

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

10/10 Excellent

Nathaniel G.

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

Easy access

Great small place for fisherman to crash… prob wouldn’t count on docking anything but flats boat..great location
Stayed 3 nights in Jan 2024

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

6/10 Okay

Pat H.

Liked: Check-in, communication
Disliked: Listing accuracy

Expectations

Property was misrepresented in pictures online. Unit was in poor condition and needed updating and minor repairs. Furniture in living room is old and very uncomfortable. Lack of maintenance was evident. Kitchen was poorly equipped.
Stayed 4 nights in Feb 2025

About the host

Hosted by Susan Rich

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