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

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Miscellaneous
Smart TV
Pool
Outdoor dining
Pool

Reviews

9.0 out of 10
Wonderful

Entire home

1 bedroom1 bathroom390 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

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.)
    ‪35 min drive‬

Room options

About the neighborhood

Summerland Key

This cottage is located within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The cottage includes a kitchen, a patio, and a refrigerator.

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 4 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 7 min drive - 5.1 miles
  • Florida Keys Beaches - 8 min drive - 5.4 miles
  • Sugarloaf Beach - 14 min drive - 9.2 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

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.
The cottage is air-conditioned and features a kitchen and a patio, and there's space to spread out with a separate bedroom. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room

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 elevator (single-level property)
  • Smoking not allowed

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
  • Snorkeling 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 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

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
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 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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Frequently asked questions

What's there to see near this cottage?

This cottage is located in Summerland Key, close to Florida Keys Beaches, Upper Sugarloaf Key, and Venture Out Keys. You'll also find Upper Sugarloaf Sound and Venture Key within a short drive.

Will I be able to park at Cottage with swimming pool and dockage, just minutes to Key West!?

No, this cottage doesn't offer parking.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

What amenities will couples enjoy at Cottage with swimming pool and dockage, just minutes to Key West!?

Amenities that appeal to couples at this historic cottage include a kitchen and a smart TV along with a garden.

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

No, there isn't a spa tub at this cottage.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

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

No, there aren't connecting guestrooms at this cottage.

What is the closest airport to this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 19.2 mi away (27 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is around 28.3 mi away.

Can I book a room with a balcony at Cottage with swimming pool and dockage, just minutes to Key West!?

Yes, every cottage at Cottage with swimming pool and dockage, just minutes to Key West! comes with a patio.

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

Reviews

9.0

Wonderful

Rating 10 - Excellent. 107 out of 170 reviews
Rating 8 - Good. 45 out of 170 reviews
Rating 6 - Okay. 11 out of 170 reviews
Rating 4 - Poor. 2 out of 170 reviews
Rating 2 - Terrible. 5 out of 170 reviews

9.2/10

Cleanliness

7.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Bonnie S.

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

10/10 Excellent

Jennifer

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

6/10 Okay

David H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage show signs of wear which comes with an older building. Bathroom is tight. No exit on one side of the bed due to smaller room. Latch on entry door was broken upon arrival but was remedied the next day. Screened porch was nice for relaxing after a day touring!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Dawn Z.

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

10/10 Excellent

Terry

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

10/10 Excellent

Artie G.

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

10/10 Excellent

John O.

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

10/10 Excellent

Angela

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

10/10 Excellent

Tony S.

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

Another great stay....

Clean and comfortable.
Stayed 6 nights in Jun 2025
Verified

8/10 Good

Chad M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The goods: Nice location. Very quiet driveway and water maybe 100 feet away. Hot water is the best i've ever experienced and the A/C is great. The not so good: The ceiling fans are super loud and sound like a can full of rocks. The tile floors are broken and the sliding door isnt very secure. Overall, i'd stay there again but would look for a better rate elsewhere before this was my first choice.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Pamela S.

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

10/10 Excellent

Thomas B.

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

10/10 Excellent

Eric E.

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

8/10 Good

John H.

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

10/10 Excellent

Roy G.

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

10/10 Excellent

Judy J.

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

8/10 Good

Terry H.

Liked: Cleanliness, check-in, communication, listing accuracy
Quant little home. Kitchen has everything you’ll need. One bedroom, mattress is comfortable. We only were back each day after 8pm so didn't watch too much TV, bring your app's for more of a selection of things to watch. We had one plumbing issue, owner addressed this issue by the time we got back in the evening.Pool was clean and just behind the building. Only thing i would suggest is upgrading on furniture in living room. Couple local restaurants within 3-5 minute ride. We would stay there again, it was only a 30 minute drive to get to down town Key West.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Colleen S.

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

10/10 Excellent

Jasmine M.

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

8/10 Good

Shannon O.

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

Cute cottage in the Keys

Easy check in. Our host was quick to answer emails prior to check in. The cottage was great for my husband and myself. Quiet and cozy. The location was perfect for us due to spending more time in Key West. We enjoyed our vacation and will definitely try to book with thos host again next year.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Colin C.

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

It was great

Nice place
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Virginia P.

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

Nice cabin layout.

We liked layout of cabins. Plenty of trees and brush provided a sense of privacy. Nice porchfor afternoon sitting. Close to lots of restaurants/bars with good seafood.
Stayed 16 nights in Jan 2025
Verified

10/10 Excellent

Alan P.

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

10/10 Excellent

Kellie L.

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

10/10 Excellent

Marianne K.

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

Birthday Weekend

What a great property! Great location! Thank you for some awesome recommendations! Would love to stay again!
Stayed 4 nights in Oct 2024