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

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

Bring your boat!
Aerial View, Cottage one is closest to the water
Outdoor dining
Interior
Living area

Reviews

8.6 out of 10
Excellent

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Outdoor pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View 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

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

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.


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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 319584
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
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Located in Summerland Key, this cottage is by the ocean. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with hiking and ecotours.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Upper Sugarloaf Sound - 4 min drive - 4.6 km
  • Lower Sugarloaf Sound - 7 min drive - 8.2 km
  • Florida Keys Beaches - 8 min drive - 8.6 km
  • Sugarloaf Beach - 14 min drive - 14.8 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 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

Frequently asked questions

Does Private Oceanfront Cottage with dockage, pool just minutes to Key West! have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

As of 24 June 2026, prices found for a 1-night stay for 2 adults at Private Oceanfront Cottage with dockage, pool just minutes to Key West! on 22 August 2026 start from NZ$441, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Private Oceanfront Cottage with dockage, pool just minutes to Key West! pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

On-site parking is available at the property.

What time is check-in at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

Check-in begins at 3:00 PM.

What time is check-out at Private Oceanfront Cottage with dockage, pool just minutes to Key West!?

Checkout is at 10:00 AM.

Where is Private Oceanfront Cottage with dockage, pool just minutes to Key West! located?

Situated by the ocean, this cottage is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 98 out of 175 reviews
Rating 8 - Good. 47 out of 175 reviews
Rating 6 - Okay. 17 out of 175 reviews
Rating 4 - Poor. 7 out of 175 reviews
Rating 2 - Terrible. 6 out of 175 reviews

8.4/10

Cleanliness

6.0/10

Amenities

6.0/10

Property conditions & facilities

9.6/10

Check-in

9.2/10

Communication

9.4/10

Location

8.8/10

Listing accuracy

Reviews

Verified

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

8/10 Good

Verified traveller

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

10/10 Excellent

David R.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

8/10 Good

Steve S.

Liked: Check-in, communication, location

Nice location.

Needs work interior wise. Neighbors were yelling and hollering at 2 am.
Stayed 5 nights in Apr 2025
Verified

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

About the host

Hosted by Susan Rich

Host profile image

Why they chose this property

We chose this location for its privacy and easy access to the water.

Languages:

English
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