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Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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Photo gallery for Private Oceanfront Cottage with dockage, pool just minutes to Key West!

A wooden dock extending into calm waters with clear skies.
A wooden dock extending into a calm body of water, with a picnic table and lush greenery nearby.
An aerial view of a residential area with houses, a swimming pool, and a beach.
A well-maintained lawn with palm trees and a building with a balcony.
A view through a glass door to a patio area with a grassy lawn, a small pool, and a few kayaks.

Reviews

8.8 out of 10
Excellent

Entire home

1 bedroom1 bathroom504 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer

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

About the neighborhood

Summerland Key

This cottage places you within a few miles (5 km) of Upper Sugarloaf Key and Upper Sugarloaf Sound. The cottage includes a kitchen, a patio, and a refrigerator.
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 - ‬8 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 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.

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage #1 - 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. A few steps in either direction bring you to sparkling water. This cottages is situated on the waterfront, but 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 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 and a coffee maker.

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Property amenities

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

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

Bedrooms

  • 1 bedroom
  • 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

Location highlights

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

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming 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: 504 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

  • 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 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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM

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.
  • 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.
  • 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 do 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 Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

No, there isn't parking at this cottage.

Is this cottage adjacent to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is an outdoor pool.

Is Private Oceanfront Cottage with dockage, pool just minutes to Key West! good for couples?

Couples will appreciate amenities at this cottage, including a kitchen and a smart TV in each cottage, and some feature ocean view.

Are there hot tubs at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

No, this cottage doesn't have a spa tub.

Does this cottage offer breakfast?

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.

Are there connecting rooms at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

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

How far is the airport from 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 located 30 mi away (42-minute drive).

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

Yes, every cottage at Private Oceanfront Cottage with dockage, pool just minutes to Key West! comes with a patio and some offer ocean views.

Private Oceanfront Cottage with dockage, pool just minutes to Key West! Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 105 out of 183 reviews
Rating 8 - Good. 48 out of 183 reviews
Rating 6 - Okay. 17 out of 183 reviews
Rating 4 - Poor. 7 out of 183 reviews
Rating 2 - Terrible. 6 out of 183 reviews

8.6/10

Cleanliness

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Christina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I have been staying here for the last 4-5 years. Every time it is like we are in our own little piece of paradise. You have everything you could possibly need and then some. If you are looking for a relaxing, peaceful getaway then you should absolutely stay here!
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

David R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Stayed 4 nights in Apr 2026
Verified review

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the location away from the congestion of Key West. The property is a bit tired, but everything was clean and we had what we needed. The grounds had some broken picnic tables and lounge chairs; items the maintenance crew should have removed for safety reasons months ago. This cottage is great for fishermen and those needing water access; also a quiet spot for our small dog. Nothing fancy, but a good value for the Keys.
Stayed 3 nights in May 2026
Verified review

6/10 Okay

Frank P.

Liked: Location
The location was good with privacy and very close to the dockage, pool was nice and the shower was excellent. The cabin was nice and kitchen was small but worked well. The only real complaint was was the bed, only seemed to be a double, the mattress was hard as a plank and squeaked every time we moved. My wife had to sleep on the couch every night because it killed her back.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Louann H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute clean cottage. The bed needs a new box spring badly! Woke us up every time we rolled over…but firm Mattress was comfortable enough. Awesome spot to spend a few relaxing days for sure! Screened porch with fan was definitely a plus!
Stayed 4 nights in Mar 2026
Verified review

8/10 Good

Paul L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage is somewhat rustic but clean and comfortable. There maintenance issues, but with the close proximity to the ocean, I image these are ongoing. The directions provided by the property manager were clear and got us to the location without difficulty. Little details of nighttime speed limits and location frequented by police were accurate. Very quiet setting with wonderful view. If we should be visiting the keys again, I would stay rebook this cottage.
Stayed 4 nights in Apr 2026
Verified review

6/10 Okay

Connie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Inside home was clean. Location and grounds were good. The home itself was in need. A large tear in the screened porch, unpatched holes in bathroom wall, missing cabinet door in kitchen, needs porch pressure washed, interior could use fresh paint. But nice pool and grounds and the home interior was clean, good water pressure in shower.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Shawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was nice and clean. Loved the location . Would definitely stay at the property again.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Andrea S.

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

Great spot for a keys getaway

Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas.
Stayed 3 nights in Apr 2025
Verified review

8/10 Good

Dan W.

Liked: Check-in, communication, location, listing accuracy

Peaceful

Very affordable, quiet right on the water
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

dilligas41501

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

Holiday Getaway

Clean, quiet, made for a nice stay
Stayed 4 nights in Dec 2024
Verified review

6/10 Okay

Tanya

Liked: Check-in, communication
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, but it was not and he spent a lot of time barking when we were there. Duct tape around windows and doors, note saying you cant turn the AC below 75. I live in Wisconsin and keep mine cooler than that! The pools were located in such a way as I felt rude using them. Grill, is a little propane weber fold up, not really what you expect. Definitely could use some upgrades and better description.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Christina B.

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

Another Perfect Vacation At Our Favorite Place

We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year!
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Suzanne B.

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

Quiet paradise

This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally.
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

Shawn G.

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

Comfy Cottage with a GREAT location!

We had a great stay as always! It's a comfy cottage with a GREAT location!
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Fabian M.

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

Very peaceful and private.

Cottage very clean and private. Loved being near the dock.
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Christina B.

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

Amazing location

Could not have been happier with our stay. The house was just perfect, having coffee in the morning on the dock was spectacular!!! We will definitely be coming again to stay here!!!
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Katrina M.

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

Love this place!

Great place for my girls and I to relax, everything you need is right here. Clean, good value for the , very responsive host and great location!
Stayed 4 nights in Nov 2024
Verified review

8/10 Good

_OffRoadRC_

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

Great!

The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive.
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

James B.

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

Fantastic stay

Great location. Clean and very comfortable. Would like to stay here next year.
Stayed 8 nights in Feb 2023
Verified review

10/10 Excellent

Ray L.

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

Spring Break 2025

As always, we had a great time. Nothing fancy but just a quiet get-away.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Teresa R.

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

Key west trip

This place was exactly what my husband and I wanted for our 40th anniversary . A good spot to stay, not far from beaches and Key West . Would stay again!
Stayed 5 nights in Apr 2023
Verified review

8/10 Good

Mark B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Did not use tge pool, it looked nice. The place is a little worn and dated. It was clean, everything worked as it should. Tough thing to find in the keys, it was very private. 4 places spred out over a long property. I could only see 2 houses, about the same when you went on the dock. Dock was nice, could use a handrail in a couple of places. The is a seawall to dock boats at. I plan on going back. The setting and the privacy were great. There are several bars and restaurants within a few miles. Tonios fresh seafood shop and tiki bar has excellent food AND service. Square grouper was good also. Did not try broil, wood fired food within walking distance. 20 miles out of key west.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Thomas K.

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

Kelly wedding

Nothing but good things about the experience. Loved everything about the place.
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

Greg J.

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

Fun in the sun

Great location right on the water.
Stayed 8 nights in Dec 2021

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