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Cottage with Pool and Boat Dockage just minutes to Key West!

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Pool
Bring your boat! One slip per cottage,
Dining
Exterior
Living area

Reviews

8.6 out of 10
Excellent

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
1 bedroom1 bathroomSleeps 2

Popular amenities

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

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.)
    ‪35 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage #2 - Charming and serene, clean, comfortable cottage just 20 miles from Key West. Located adjacent to the pool. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. This cottage is situated only steps away from our pool. The dock, seawalls 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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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 allowed: in designated areas

Important information

You need to know

Property # 3943991
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

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 hiking/biking trails 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
  • ‪The Bent Prop - ‬19 min walk
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive

Frequently asked questions

Does Cottage with Pool and Boat Dockage just minutes to Key West! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Cottage with pool and boat dockage?

As of 3 July 2026, prices found for a 1-night stay for 2 adults at Cottage with pool and boat dockage on 4 July 2026 start from AU$301, 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 Cottage with Pool and Boat Dockage just minutes to Key West! pet-friendly?

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

How much is parking at Cottage with Pool and Boat Dockage just minutes to Key West!?

On-site parking is available at the property.

What time is check-in at Cottage with Pool and Boat Dockage just minutes to Key West!?

Check-in begins at 3:00 PM.

What time is check-out at Cottage with Pool and Boat Dockage just minutes to Key West!?

Checkout is at 10:00 AM.

Where is Cottage with Pool and Boat Dockage just minutes to Key West! located?

Situated on the waterfront, 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. 91 out of 166 reviews
Rating 8 - Good. 46 out of 166 reviews
Rating 6 - Okay. 14 out of 166 reviews
Rating 4 - Poor. 7 out of 166 reviews
Rating 2 - Terrible. 8 out of 166 reviews

8.8/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

9.4/10

Location

8.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Andrea A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice, peaceful, clean and wonderful view from the dock. Square Grouper for meals was a great recommendation.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

GAIL A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time !Come to same place every year .Jennifer is a very good host .House was clean and the housekeeping ladies are wonderful !!Love the time we spent at the property .
Stayed 12 nights in Mar 2026
Verified

8/10 Good

Kasey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quite location, nice amenities and directions for check in/out were clear.
Stayed 5 nights in Jan 2026
Verified

8/10 Good

Wendy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed one night, conveniently located.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Alicia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, so clean Nicole was so pleasant and responsive
Stayed 3 nights in Feb 2026
Verified

8/10 Good

Lisa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was exactly as advertised Small with everything you would need Not a luxurious 5 Star hotel but wasn’t advertised as one Cudjo key is perfect Several good restaurant (check out Morning Joint for breakfast) Will definitely come back
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

John Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location pleasant vibe. We were there during a cold windy time ( locals said it was unusual weather), so didn't get to enjoy the outside facilities much. Cottage was small but had everything we needed,
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Lorie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean, quiet place. Close to trail (across Hwy) Clear communication with host.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Charles U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host (Susan) is awesome. When ever I messaged her she would respond quickly. Never had any issues and this was our 3rd year vacationing at these cottages. We’ll definitely be back.
Stayed 9 nights in Feb 2026
Verified

8/10 Good

Daniel W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall a wonderful stay! It's in a great location very close to Key West and Big Pine Key. The cottages are showing their age( I mean it is the old Fl Keys!) but very clean and would not keep me from staying again! The price point was perfect! The AC went out while we were there but our host was so incredibly responsive that we stepped out for dinner and came back to a nice, cool cottage! Not bad for after 4pm on a Friday! That was amazing and much appreciated! There is a boat ramp and docking, but it was not suitable for our 22 ft boat. I would say small, narrow boats under 16 feet would be ok as long as you have 4 wheel drive, but we just put in at Sugar Loaf Marina and explored all the beautiful sandbars! The cottages property has plenty of space to park boat and trailer. There is a shared washer and dryer on site that is coin operated and the pool was very refreshing! Overall we had such a great time and enjoyed exploring the property. We are looking at bringing our boys down and would love to rent one of the bigger cottages! Thank you for a great stay!
Stayed 4 nights in May 2026
Verified

8/10 Good

Richard S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay.
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best place to spend vacation ! Whe will be back soon ! Thank you
Stayed 9 nights in Nov 2025
Verified

10/10 Excellent

Katie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was welcoming, helpful and very responsive. It was great to work with her and we thoroughly enjoyed our stay in her place. The amenities were great too -- boat dockage, pool, washer & dryer and the place had everything you would need. We will definitely stay here again! Thank you for sharing your rental with us.
Stayed 9 nights in Nov 2025
Verified

6/10 Okay

Judy J.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Great location and boat area. Unit was not as clean as in the past. Pots and pans in poor condition. Bedding clean.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Laura M.

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

Great little spot!

We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs.
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Naomi H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute, cozy and clean! This cottage is perfect for a couples getaway! Inside had everything we needed for our trip. Location is convenient to stores and restaurants and not far from Key West. Boat launch/parking and trailer parking provided so that saves money! We would definitely stay again.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Lynn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little find, we will be back! Loved the pool! Thanks!
Stayed 3 nights in Aug 2025
Verified

8/10 Good

Christie S.

Liked: Check-in, location, listing accuracy
This property was nicely located for lower key amenities. We had good access to Key West. Our room was very small and the kitchen was minimally stocked. It would be nice to have light colored towels and cloths to be sure they are clean
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Julie Y.

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

Great Stay

We will definitely stay here again! It was perfect for us. We loved the screen in porch. Communication was excellent!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Rosana G.

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

Long weekend stay

Very peaceful neighborhood, clean and enjoyable.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

John G.

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

Cudjoe Cottage

We loved the location and all they had to offer. We would definitely stay here again.
Stayed 3 nights in Jul 2021
Response from VrboOwner on 30 July 2021
Thank you for staying with us. I look forward to seeing you. Have a good year! Susan Rich
Verified

10/10 Excellent

Vickie C.

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

Much needed getaway

Relaxing, comfortable, just what we were looking for.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Norma D.

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

Paradise in the keys.

Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Amber W.

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

Sweet little getaway ❤️

My boyfriend and I stayed for four days and loved it! Location was great to access upper and lower keys.
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Mark W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property and cottage are in line with the cost. Convenient location. Use the marina boat ramp nearby not the one there unless it’s kayaking. Low water depth on the way out to get offshore They need new blinds on the windows. Pool was nice after a day in the sun.
Dockage
A rare day in the Keys
Stayed 4 nights in Sep 2025

About the host

Hosted by Susan Rich

Host profile image

Languages:

English
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