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

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A large house with a pool, surrounded by palm trees and a well-maintained lawn.
A rectangular swimming pool with a blue edge, surrounded by a concrete deck. There are lounge chairs and umbrellas along the poolside.
A compact living space with a kitchenette, a dining area with two chairs, a sofa, a television, and a small table.
A concrete dock extending into calm water, a picnic table, and lush greenery.
A marina with several boats docked.

Reviews

8.6 out of 10
Excellent

Entire home

1 bedroom1 bathroom36 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Explore the area

View in a 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.)
    ‪34 min drive‬

Room options

Similar properties

Exterior
Parmer's Resort
Summerland Key
  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
4.5 out of 5, Wonderful, 1,009 reviews
The price is €127
includes taxes & fees
17 Aug - 18 Aug
Parmer's Resort

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
During your stay at this cottage, you'll be close to Upper Sugarloaf Key. Laundry facilities are available. The cottage offers a kitchen and a patio.
  • Air-conditioned cottage with kitchen, washing machine, and patio
  • Amenities include laundry facilities
  • Just a 3-minute drive from Upper Sugarloaf Key and a few minutes from Upper Sugarloaf Sound
As a guest of this cottage, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Smoking is allowed in designated areas at this Summerland Key cottage.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • No lift
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 390 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

Reviews

8.6

Excellent

Rating 10 - Excellent. 93 out of 168 reviews
Rating 8 - Good. 46 out of 168 reviews
Rating 6 - Okay. 14 out of 168 reviews
Rating 4 - Poor. 7 out of 168 reviews
Rating 2 - Terrible. 8 out of 168 reviews

8.8/10

Cleanliness

Reviews

Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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
Verified review

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 review

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 review

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 review

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 review

10/10 Excellent

Jon R.

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

Amazing hideaway outside of Key West

Great communication with the property owners, painless check-in/out process, gorgeous property, and amazing location! Would definitely come back if we head to the Keys again!!
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

Allen P.

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

It was better than what I have expected!

The property was in the perfect location. The convenience store and the gas station nearby.
Stayed 4 nights in Apr 2025