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

Summerland Key accommodation with kitchen

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

Exterior
Marina
Outdoor dining
Smart TV
Pool

Reviews

8.6 out of 10
Excellent

Entire home

1 bedroom1 bathroom390 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • 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.)
    ‪35 min drive‬

Room options

About the neighborhood

Summerland Key

On waterfront.You'll find Upper Sugarloaf Key and Upper Sugarloaf Sound within 3 miles (5 km) of this cottage. Venture Key and Venture Out Keys are also within 3 miles (5 km).
View more Cottages in Summerland KeyOpens in a new window

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 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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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: 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

  • No elevator
  • 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
  • Snorkeling 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
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 allowed: in designated areas

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
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Frequently asked questions

How close is Cottage with Pool and Boat Dockage just minutes to Key West! to the airport?

This cottage is 19.2 mi (27-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Cottage with Pool and Boat Dockage just minutes to Key West! have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is Cottage with Pool and Boat Dockage just minutes to Key West! to the beach?

This cottage is 4.9 mi (8-min drive) from Florida Keys Beaches and 8.9 mi (17-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Cottage with Pool and Boat Dockage just minutes to Key West! offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Cottage with Pool and Boat Dockage just minutes to Key West!?

No, there is no casino at this cottage.

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

Check-in begins at 3:00 PM.

Is there free parking at Cottage with Pool and Boat Dockage just minutes to Key West!?

Free parking is not available at this cottage.

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

Yes, there's a pool.

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

There are no spa services available at this cottage.

How close is Cottage with Pool and Boat Dockage just minutes to Key West! to downtown Summerland Key?

This cottage is 3.4 mi away from Summerland Key.

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

Reviews

8.6

Excellent

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

Reviews

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

10/10 Excellent

Verified traveler

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

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

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
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

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
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

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
Verified

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

10/10 Excellent

Travis W.

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

Perfect

An amazing place to come home to after a long day in the keys. Having a car is a must, but I would recommend time after time again and hope to come back again in the future
Stayed 7 nights in Jun 2025

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