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!

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 rectangular swimming pool with a curved edge, surrounded by a concrete deck. There are lounge chairs and a small green structure in the background.
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

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.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Outdoor pool
  • Dog-friendly
  • Barbecue
  • Air-conditioning
  • Refrigerator

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.)
    ‪34 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

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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.
View more Cottages in Summerland KeyOpens in a new window
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
  • Great White Heron National Wildlife Refuge - 10 min drive - 8.0 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
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬2 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.

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

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 106 out of 184 reviews
Rating 8 - Good. 48 out of 184 reviews
Rating 6 - Okay. 17 out of 184 reviews
Rating 4 - Poor. 7 out of 184 reviews
Rating 2 - Terrible. 6 out of 184 reviews

8.6/10

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage was clean. We enjoyed the stay. Needs an outlet cover in living room.
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and great location!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great private getaway
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Great location and price. 20 ish mins from Key West. Private dock and boat ramp shared with the other rentals on the property.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

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

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

8/10 Good

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

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

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

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

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

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

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

10/10 Excellent

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

8/10 Good

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

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

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

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

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

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

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

10/10 Excellent

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

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

10/10 Excellent

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

8/10 Good

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
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