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Cottage with swimming pool and dockage, just minutes to Key West!

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A lakeside picnic area with a wooden table and benches, surrounded by lush greenery and a clear view of the water.
A swimming pool with a curved edge, surrounded by a concrete deck. There are lounge chairs and a small green structure nearby.
A room with a dining table, two chairs, a ceiling fan, a sofa, a small table with a lamp, and a framed picture on the wall.
A single-story house with a red exterior and white trim, number 3 on the side.
A bedroom with a bed, a nightstand, a lamp, and a wall clock.

Reviews

9.0 out of 10
Wonderful

Entire home

1 bedroom1 bathroom36 sq m

Popular amenities

  • Pool
  • 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.)
    ‪34 min drive‬

Room options

About the area

Summerland Key

At this cottage you'll be 3 km (1.9 mi) from Upper Sugarloaf Key and 3.7 km (2.3 mi) from Upper Sugarloaf Sound. .Accommodation features a washing machine, free WiFi and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available.
View more Cottages in Summerland KeyOpens in a new window

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
  • Great White Heron National Wildlife Refuge - 10 min drive - 8.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

  • ‪Morning Joint - ‬2 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪5 Brothers Two - ‬8 min drive

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 swimming pool and dockage, just minutes to Key West!

Cottage #3 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. This cottage is only steps away from our pool. The dock and seawall 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 Cottages to be your Home Away From Home.

Similar properties

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Parmer's Resort
Summerland Key
  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
4.5 out of 5, Wonderful, 1,002 reviews
The price is NZ$362
includes taxes & fees
1 Dec - 2 Dec
Parmer's Resort

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: Free 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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Theme park 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 and check-out are available
Minimum check-in age - 25

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 is not permitted

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.

Frequently asked questions

Are there any beaches close to Cottage with swimming pool and dockage, just minutes to Key West!?

The closest beach to Cottage with swimming pool and dockage, just minutes to Key West! is Florida Keys Beaches (8.3 km).

Does Cottage with swimming pool and dockage, just minutes to Key West! have a pool?

Cottage with swimming pool and dockage, just minutes to Key West! has a pool and a communal pool.

Is there a free airport shuttle available at Cottage with swimming pool and dockage, just minutes to Key West!?

No, Cottage with swimming pool and dockage, just minutes to Key West! does not offer an airport shuttle service.

What time are check-in & check-out at Cottage with swimming pool and dockage, just minutes to Key West!?

Check-in begins at 3:00 PM. Check-out time is 10:00 AM.

Cottage with swimming pool and dockage, just minutes to Key West! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 111 out of 175 reviews
Rating 8 - Good. 46 out of 175 reviews
Rating 6 - Okay. 11 out of 175 reviews
Rating 4 - Poor. 2 out of 175 reviews
Rating 2 - Terrible. 5 out of 175 reviews

9.2/10

Cleanliness

7.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
We had a nice stay at this property, which was clean and nicely presented. It is in a calm area by the water and has some good food options close by as well. We did use the pool on 2 days and it felt like a private pool just when we used it.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had everything I needed for my work trip. Perfect for families or solo trips.
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint,clean cottage. Quite area, friendly neighbors. Close to alot of things with plenty within walking distance. Very dog friendly!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Communication
Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere.
Stayed 10 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists.
Stayed 8 nights in Aug 2025
Verified review

10/10 Excellent

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

Another great stay....

Clean and comfortable.
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
Everything was there that I needed. Very nice area for my dog.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

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

Wonderful oasis to feel at home!

Wonderful stay with great property and pool. Very well maintained!
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean quaint charming little cottages.
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

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

Cozy cottage with access to pool

We loved the location, right on the water with access to a pool and boat launch.
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet area
Stayed 6 nights in Sep 2025
Verified review

10/10 Excellent

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

Great getway to keys

Nice place and susan was an excellent hosts
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
Everything was perfect. The place was clean. Easy to find and get in and out. The cottage had everything we needed to make breakfast and dinner
Stayed 2 nights in Oct 2025
Verified review

8/10 Good

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

Comfortable place to stay

The cottage was comfortable, and the bed was just right. We were in the Keys for a funeral, so not much running around.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

Great place to stay. We brought a boat with us, tied it up 50 yards away.

Outstanding location for us. Our stay was quiet and relaxing. I
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

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

Great get away

We have been staying at this property for over 20 years. It’s the perfect location for visiting all of the lower keys.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

It was great

Nice place
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Nice quite relaxing

We had a nice time at our stay. We stayed for 3 nights and it was close to key west and the docks were nice to fish off of. Place was clean and everything worked fine for us.
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

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

Had a great time

We will come back, was very relaxing
Stayed 6 nights in Jun 2020
Verified review

10/10 Excellent

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

Another Wonderful Stay!

My third time staying at Cuddle Cottages. A great retreat. Relaxing, clean, and comfortable every time.
Stayed 6 nights in Jun 2023
Verified review

10/10 Excellent

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

Nice

Great location fair price and relaxing.
Stayed 8 nights in Feb 2023
Verified review

10/10 Excellent

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

Relaxing!

We visit the keys often- the Cudjoe Cottages was perfect for us! The location was perfect- we enjoyed the pool, access to the water, and the screened in porch! Check in was super easy , as well as check out! We would definitely stay again!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Base for a Getaway

Close to lots of activities as well as space to rest.
Stayed 3 nights in Feb 2024