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Cottage with Pool and Dockage, just minutes to Key West

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Outdoor dining
An aerial view of a residential area with houses, a swimming pool, and a beach.
A dining area with a glass table and wicker chairs, a kitchen with white cabinets and appliances, and a window with blinds.
A dining area with wicker chairs and a glass table, a sofa with patterned cushions, a ceiling fan, and a brick fireplace.
Pool

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom785 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • 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.)
    ‪34 min drive‬

Room options

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About the neighborhood

Summerland Key

With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This cottage is 2.2 mi (3.6 km) from Upper Sugarloaf Sound and 2.5 mi (4.1 km) from Venture Key.
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
  • Great White Heron National Wildlife Refuge - 10 min drive - 5.0 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪The Bent Prop - ‬19 min walk
  • ‪Square Grouper Bar and Grill - ‬2 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 Dockage, just minutes to Key West

Cottage #4 - Quaint, clean, comfortable cottage just 20 miles from Key West. Cottage offers a full kitchen, large screened patio. There's room for the family with two queen bedrooms This cottage is only steps away from our pool. The dockage and 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.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • 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 elevator (single-level property)
  • Smoking not allowed
  • Note from host: Outdoor smoking 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
  • 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: 785 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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Pet rent of $75

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Outdoor smoking allowed

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 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

We should mention

A car is required for transportation to and from this property

Property is also known as

Cottage With Pool and Dockage, Just Minutes to Key West Cottage

Cottage with Pool and Dockage, just minutes to Key West Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 120 out of 174 reviews
Rating 8 - Good. 44 out of 174 reviews
Rating 6 - Okay. 8 out of 174 reviews
Rating 4 - Poor. 0 out of 174 reviews
Rating 2 - Terrible. 2 out of 174 reviews

9.2/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Daniel W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute little cottage, nice and quiet area exactly as to explained I would absolutely rent here again
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

David

Liked: Cleanliness, check-in, communication, listing accuracy
Great place
Stayed 1 night in Mar 2026
Verified review

6/10 Okay

Kimberley G.

Liked: Cleanliness, check-in, communication, location
Perfect place for our pets to have a nice walking and grassy area. Pool was nice as well
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Amy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient to everything, comfortable and quiet!
Stayed 4 nights in Jan 2026
Verified review

8/10 Good

Kim V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very convenient to Restaurants & nice drive to Key West
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Richard H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Susan and Jennifer are the best, they acknowledge and respond to any issues you may have asap. The cottage, grounds, and pools are kept in good order. We always enjoy our stay there.
Stayed 14 nights in Jan 2026
Verified review

10/10 Excellent

Roy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property,Great location. Will definitely stay there again.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Flora K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Attentive host,quite, comfortable. I enjoyed the stay will book again.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Sabastian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful stay, we plan to come back again in the future!
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

Lura H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice and quiet!
Dock by cottage
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Mary H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love our little cudjoe key hideaway
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Susan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
the host was very helpful in getting us set up
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Peter G.

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

Old school Florida, great spot.

Good Fishing, Good local eateries.
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

Carrie B.

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

Very nice place

Great location and very happy with our accommodations.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

S M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved it! I will definitely be back! Clean, hist was awesome, and we had fun at the pool. Thank you for a great stay.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Valinda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was clean an quite. We loved the new patio furniture and the screened in porch. Although we had to leave very early due to a medical condition, it is great that it is close to pool and ocean.
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

Bradley

Liked: Cleanliness, amenities, property conditions & facilities
Not bad would go again.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Michael C.

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

Quiet close to a lot of attractions

This was a good property was exactly what was advertised
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Mary H.

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

We keep coming back

Have stayed here multiple times. Can't beat the location. It's so quiet. We love it here.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Virginia A.

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

Very pleasant

Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay.
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

zoleksiak22

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

Wonderful Cottage

We had a wonderful time at your place. Thank you for having us, we loved the Keys!
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Verified traveler

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

Perfect Location!!

Stayed 13 days perfect location and this was our second stay at Cudjoe Cottages. Was able to dock boat here but had to put in at Cudjoe Gardens marina, just 5 minutes away. Basic old school Florida key’s cottages,clean and inexpensive. Nice community pool also. Definitely will stay again.
Stayed 13 nights in Jun 2025
Verified review

10/10 Excellent

Phil D.

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

Nice little house

Great location and nice little house. Was perfect for what we were looking for. Pool was perfect for the hot days, would definitely stay again.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Mary H.

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

Perfect location

We've stayed several times. Love the peace and quiet of the property and it's an excellent lower keys location
Stayed 4 nights in Aug 2024