Entire home

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

Overview
Amenities
Policies
Location
Host

Excellent

2 bedrooms1 bathroomSleeps 4785 sq ft

Popular amenities

Dryer
Washer
Pet-friendly

Explore the area

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.

Property manager

Susan Rich

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Air conditioning

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Pool
Pet-friendly
Parking included
Free WiFi

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs (limit 2 total)

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.

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

‪Mangrove Mama's - ‬2 min drive
‪Boondocks Grille & Draft House - ‬9 min drive
‪The Square Grouper Bar & Grill - ‬2 min drive
‪Looe Key Tiki Bar & Grill - ‬9 min drive
‪Five Brothers Grocery Two - ‬8 min drive

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).

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

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

10/10 Excellent

Sheila G.

30 Mar, 2025

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

PJ H.

13 Apr, 2025

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

8/10 Good

Peter M.

15 Apr, 2025

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

10/10 Excellent

S

27 Mar, 2025

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

6/10 Okay

Ruth M.

6 Jun, 2025

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

Tommy K.

23 Feb, 2025

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

Peaceful

Enjoyed the serenity of your place

Stayed 6 nights in Feb 2025

10/10 Excellent

Amy O.

29 Jan, 2025

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

8/10 Good

nicholas p.

9 Mar, 2025

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

Chris H.

17 Jan, 2023

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

10/10 Excellent

Jerie F., Altamonte Springs Florida

10 Jul, 2023

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

Michael W.

27 Mar, 2024

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.

7 Jan, 2023

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

10/10 Excellent

CINDY L.

25 Mar, 2024

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

10/10 Excellent

Terry M.

3 Mar, 2023

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

Jennifer C.

1 Apr, 2023

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

6/10 Okay

amanda l.

24 Jun, 2025

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

Nathaniel G.

16 Jan, 2024

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

6/10 Okay

Pat H.

15 Feb, 2025

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

10/10 Excellent

Terra P.

29 Jul, 2024

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

Great location

This particular unit needs some updates as other reviews have mentioned, but it was clean and quiet. There were enough dishes and utensils to cook meals. The AC and internet worked well. We enjoyed using the pool each day and watched the sunset by the water. The kayaks looked clean and new. Other guests had dogs that were no issue, all were quiet and kept on a leash. We spent most of our time in Bahia Honda State Park and Key West, this property was easy to get to both areas.

Stayed 3 nights in Jul 2024

10/10 Excellent

Florida P., Stuart, Florida

17 Jun, 2023

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

Nice Location; Old Keys Feel

Our large family group is renting six units here for a long vacation. We rented Unit 6 for my daughter and son-in-law. They enjoyed staying on the same property as the rest of us. The cottage is older but roomy. They enjoyed the pool and going out in the boats. They also appreciated the short drive (25 minutes) to Key West for a day trip.

Stayed 6 nights in Jun 2023

10/10 Excellent

Dennis W.

27 Nov, 2019

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

An idyllic time.

We got an upgrade, and it was fabulous. More room than we went for but, oh, the view! The place was clean and well appointed with everything we needed to have a great time. The only caveat is, go slow approaching the residence because the driveway has potholes. A natural gravel drive will do that. I especially enjoyed the kayaks and the ocean was easily accessible.very calm and protected water.

Stayed 3 nights in Nov 2019

4/10 Poor

Cathy S.

4 Jun, 2024

Liked: Check-in, communication

Disliked: Cleanliness, listing accuracy

?

2 Q-tips in the toilet, so not sure how it got past house cleaning. Other guest had dog off leash, charged us (Not the management’s fault, I suppose). My fault for not looking at the website more thoroughly.

Stayed 4 nights in May 2024

4/10 Poor

Fred V.

8 May, 2023

Liked: Check-in, location

Disliked: Cleanliness, communication, listing accuracy

Disrepair

Dated, dirty, run down, hard to find driveway at night. Pictures deceiving as picnic table is done and not safe to sit on. I will be removing my VRBO account Disappointed

Stayed 2 nights in Apr 2023

4/10 Poor

James L.

14 Feb, 2024

Liked: Communication, location

Disliked: Cleanliness, check-in

Maintenance issues

On arrival at 4:20 PM, I had to contact host, unit was not cleaned yet. The cleaner arrive within 20 minutes and required us to leave unit for an additional 30 minutes. The garbage can in the laundry room was overflowing on arrival and was never emptied our week long stay. The cable wires were a spaghetti mess tripping hazard on the ground outside the unit. The outdoor chairs in need of repair. The location, grounds and other guest were great. It appeared a maintenance person was missing to handle easy issues.

Stayed 6 nights in Jan 2024

6/10 Okay

Lyane L.

11 Jan, 2023

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

Close friend and family

This place is in a good location but there are some repairs that need to be addressed. Rotten cabinet in the bathroom, leaking water under kitchen sink, TP holder came loose from the wall, kitchen counter laminant peeling off, master bedroom bed need repair (it was tilted to one side, all doors are dirty., found roaches in the kitchen, I had to wiped and sanitized all the highly touch areas myself. The shower floor is slippery, might be a good idea to have nonslip mat or strips on floor before someone get hurt when floor is wet. Other towel rack appeared to be missing. We noted holes in the wall where it used to be. Just general cleanliness and repairs would really make this place a super cute place to relax and spend the week.

Stayed 6 nights in Jan 2023