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Cottage with Pool and Dockage, just minutes to Key West

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Outdoor dining
Exterior
Marina
Interior
Fridge, microwave, oven, stovetop

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms1 bathroom785 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪4 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪5 min drive‬
  • Place, Florida Keys Beaches
    ‪12 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪41 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.
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What's nearby

  • Upper Sugarloaf Key - 4 min drive - 2.1 miles
  • Upper Sugarloaf Sound - 5 min drive - 2.9 miles
  • Lower Sugarloaf Sound - 9 min drive - 5.3 miles
  • Florida Keys Beaches - 12 min drive - 5.2 miles
  • Sugarloaf Beach - 16 min drive - 9.0 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Broil - ‬1 min walk
  • ‪5 Brothers Two - ‬8 min drive
  • ‪Mangrove Mama's - ‬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 is available to keep you connected. 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

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

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
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 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 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

9.2

Wonderful

Rating 10 - Excellent. 108 out of 161 reviews
Rating 8 - Good. 44 out of 161 reviews
Rating 6 - Okay. 7 out of 161 reviews
Rating 4 - Poor. 0 out of 161 reviews
Rating 2 - Terrible. 2 out of 161 reviews

9.0/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Susan A.

Liked: Cleanliness
the host was very helpful in getting us set up
Stayed 1 night in Nov 2025

10/10 Excellent

Flora K.

Liked: Cleanliness
Attentive host,quite, comfortable. I enjoyed the stay will book again.
Stayed 3 nights in Oct 2025

10/10 Excellent

Valinda T.

Liked: Cleanliness
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

8/10 Good

Kim V., Mountain Home, Arkansas, USA

Liked: Cleanliness
Very convenient to Restaurants & nice drive to Key West
Stayed 5 nights in Oct 2025

8/10 Good

Wayne J.

Stayed 4 nights in Sep 2025

10/10 Excellent

Mary H., Toledo, USA

Liked: Cleanliness
We love our little cudjoe key hideaway
Stayed 4 nights in Oct 2025

10/10 Excellent

Lura H.

Liked: Cleanliness
Very nice and quiet!
Dock by cottage
Stayed 3 nights in Sep 2025

10/10 Excellent

S M.

Liked: Cleanliness
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

10/10 Excellent

Katie K.

We had a great stay here. The cottage is very roomy and comfortable, with plenty of space. It was quiet and clean. We saw many of the reviews commented that it could be spruced up with a paint job, but we thought it had a perfect old-Florida feel, especially since we were bringing our 2 dogs with us. Our only issue was that the boat ramp on the property was very difficult to use. It’s quite small, more the of the size of a kayak launch. You’ll need to use a public ramp nearby instead.
Stayed 3 nights in Aug 2025

10/10 Excellent

Roy F.

Liked: Cleanliness
Great property,Great location. Will definitely stay there again.
Stayed 4 nights in Jul 2025

10/10 Excellent

Sabastian M.

Liked: Cleanliness
A beautiful stay, we plan to come back again in the future!
Stayed 6 nights in Jul 2025

10/10 Excellent

Shelby S.

Stayed 3 nights in Jun 2025

8/10 Good

Jenna W.

Liked: Cleanliness
Great little place with an old Key West vibe- perfect for us native Floridians. It’s definitely not fancy and that’s what we like especially with going fishing and diving and being outside all the time. (BRING BUG SPRAY- it’s Florida.) We liked how there was a boat dock for our little boat and the layout of the house is perfect for one or two couples to share if you need a place to stay. Only thing I would say that bothered me a little bit was the cleanliness of the floors. The shower was super clean but kept finding random black hair and my dogs found someone’s socks under the bed. But overall I highly recommend staying here :) I would be aware of the tide changes on Cudjoe if you are brining your boat. We could not use the boat ramp provided due to not having a four wheel drive truck (muddy) and had to use Cudjoe Gardens Marina (10 in 10 out). Look for the three white buoys when coming in and out in the area or you’ll run a ground because that area gets shallow. Tidbits:*The pool is very refreshing and clean. *we couldn’t find a hose at #4 so we used the one from the house next to us. *also didn’t see a hose down by the boat dock so keep that in mind.*plenty of towels for showering but bring your own beach towels*Square Grouper is amazing for food (5 min away) and Morning Joint (5 min) on Cudjoe*plenty of room for trailer parkingOverall, a nice little stay for a quick getaway! We will be back but want to try the larger rentals with some friends.
Stayed 4 nights in Jul 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

8/10 Good

Ashton E.

Liked: Cleanliness
Stayed 4 nights in May 2025

10/10 Excellent

Mary H., Toledo, USA

Liked: Cleanliness

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

10/10 Excellent

Bradley

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

8/10 Good

Janice C., Inverness, Florida

Pleasant Stay

This was a getaway with close friends. Our cottage could use some updating, but made it work for us.
Stayed 6 nights in May 2025

10/10 Excellent

Rachel L.

Liked: Cleanliness

We would love to return

It was a wonderful homebase for our keys stay! We were a close commute to Key West. We felt safe, on a quiet hidden road. The interior was pretty simple and basic-- but who goes to the keys to hang out inside? Inside was larger than expected. We would definitely visit again.
Stayed 4 nights in May 2025

8/10 Good

Greg, Wall Township

Liked: Cleanliness, property conditions & facilities
Stayed 3 nights in Apr 2025

10/10 Excellent

GAIL A.

Stayed 5 nights in Mar 2025

10/10 Excellent

Peter G.

Liked: Cleanliness

Old school Florida, great spot.

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

2/10 Terrible

Daniel W.

Liked: Cleanliness

Angry

As soon as we got there it was late and the porch light was broke, and my fiance stepped in a crab hole right by the patio and broke her foot. Please fix that as soon as possible. She is going through a very painful time
Stayed 3 nights in Apr 2025

10/10 Excellent

Kro V.

Liked: Cleanliness

Perfect for a fishing trip

Loved it here! Caught lots of mangrove snappers on the dock we had an amazing time will be back again. Thank you
Stayed 1 night in Mar 2025

10/10 Excellent

Michael C.

Liked: Cleanliness

Quiet close to a lot of attractions

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