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Cottage with Pool and Boat Dockage just minutes to Key West!

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Enjoy an outdoor space with a swimming pool and lush greenery surrounding this two-story house.
Stylish single-story house with a covered outdoor area and lush surroundings.
Kitchen area with refrigerator, microwave, coffee maker, and bar stools.
Relax by the serene lake with a picnic table on the dock, surrounded by lush greenery and tranquil trees.
Boats dock at a tranquil marina surrounded by lush greenery and calm waters.

Entire home

1 bedroom1 bathroom

Popular amenities

  • Dryer
  • Washer
  • Outdoor space

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪3 min drive‬
  • Florida Keys Beaches
    ‪11 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪34 min drive‬

Room options

About the area

Summerland Key

On waterfront.You'll find Upper Sugarloaf Key and Upper Sugarloaf Sound within 3 miles (5 km) of this cottage. Venture Key and Venture Out Keys are also within 3 miles (5 km).
View more Cottages in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.3 km
  • Florida Keys Beaches - 11 min drive - 10.4 km
  • Sugarloaf Beach - 17 min drive - 14.4 km
  • Boca Chica Nude Beach - 35 min drive - 27.9 km
  • Duval Street - 39 min drive - 41.4 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬2 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪The Square Grouper Bar & Grill - ‬2 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive
  • ‪Five Brothers Grocery Two - ‬8 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 Boat Dockage just minutes to Key West!

Cottage #2 - Charming and serene, clean, comfortable cottage just 20 miles from Key West. Located adjacent to the pool. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. This cottage is situated 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 Oceanside Cottage to be your Home Away From Home.

Property manager

Susan Rich

Languages

English

Similar properties

Guests can enjoy serene waterfront views from the dock, surrounded by lush greenery and a peaceful atmosphere.

Cottage with swimming pool and dockage, just minutes to Key West!

  • Pool
  • Kitchen
  • Washer
  • Dryer
4.5 out of 5, Wonderful, 153 reviews
Cottage with swimming pool and dockage, just minutes to Key West!

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • 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

  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 390 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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Cottage with Pool and Boat Dockage just minutes to Key West! Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 80 out of 143 reviews
Rating 8 - Good. 37 out of 143 reviews
Rating 6 - Okay. 12 out of 143 reviews
Rating 4 - Poor. 7 out of 143 reviews
Rating 2 - Terrible. 7 out of 143 reviews

8.8/10

Cleanliness

Reviews

10/10 Excellent

Travis S.

Liked: Cleanliness
Stayed 4 nights in May 2025

10/10 Excellent

Travis W.

Liked: Cleanliness

Perfect

An amazing place to come home to after a long day in the keys. Having a car is a must, but I would recommend time after time again and hope to come back again in the future
Stayed 7 nights in Jun 2025

10/10 Excellent

Julie Y., Sewickley

Liked: Cleanliness

Great Stay

We will definitely stay here again! It was perfect for us. We loved the screen in porch. Communication was excellent!
Stayed 3 nights in Apr 2025

6/10 Okay

Beth S.

Disliked: Cleanliness

I wouldn’t recommend nor stay here again

The property is poorly maintained and set up for comfort or convenience. The kitchen doesn’t have what you would expect. We had to ask for it to be re-cleaned and for unbroken dishes and a non rusty dish drainer to be provided. The bedroom is so small one person has to climb on to the bed because it’s up against a wall. The TV is basically unusable because it is poorly positioned. No extras are provided, such as a spare dish towel, a box of tissues, etc. There is no toilet paper holder. You have to step up about 8 inches to get in to the very small kitchen or bathroom. I kept tripping on the high step. The laundry facility requires quarters and is in a hot little stand-alone building with a washer and a dryer. The entry is via the screened porch door that has a rip in the screen and no thingy to close it. Then you enter via a slider that is somewhat difficult to open and close. On the plus side, it has a nice location.
Stayed 3 nights in May 2025

10/10 Excellent

Allen P.

Liked: Cleanliness

It was better than what I have expected!

The property was in the perfect location. The convenience store and the gas station nearby.
Stayed 4 nights in Apr 2025

10/10 Excellent

Laura M., CARBONDALE

Liked: Cleanliness

Great little spot!

We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs.
Stayed 7 nights in Apr 2025

10/10 Excellent

Matt L., Dublin, VA

Liked: Cleanliness

Great for the price!

Cottage was in above average condition with a great location. Right in between Marathon and Key West. Boat slip was available. The only negative was there is no deep water access to the ocean so you are limited to only going out between the tides. But other than that everything was great! Pools, Wi-Fi, everything.
Stayed 5 nights in Apr 2025

8/10 Good

Mark G.

Liked: Cleanliness

Cottage

Cottage worked well for us as we were meeting some friends in Key West and did not want to stay in the city. For those that fish and have a boat, what a great place to stay. We really just needed it for overnight lodging and it was comfortable for that.
Stayed 2 nights in Apr 2025

4/10 Poor

Rita F.

Disliked: Cleanliness

Overpriced for condition of cottage.

Cottage needs a deep cleaning along with repairs on porch screens and blinds for privacy. Shower water temp changes to hot without warning! Beautiful property but cottage was not welcoming.
Stayed 3 nights in Apr 2025

10/10 Excellent

Chuck P.

Liked: Cleanliness

Quiet getaway

2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!
Stayed 14 nights in Mar 2025

4/10 Poor

Deb D.

Stayed 3 nights in Feb 2025

10/10 Excellent

Norma D.

Liked: Cleanliness

Paradise in the keys.

Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!
Stayed 4 nights in Jan 2025

10/10 Excellent

Jill H.

Liked: Cleanliness

Location location location!

Stayed here for a few nights during a multi stop trip to Florida. The location is perfect for accessing the best of the lower keys. We brought our kayaks and launched right from the property for a great paddle. Easy drive to Bahia Honda for some beach time and more paddling. Also a great jumping off location for spending a nice long day in Key West. Beautiful sunrise from this property as well. Would stay again.
Stayed 3 nights in Dec 2024

8/10 Good

janet f.

Liked: Cleanliness

Great house but driveway needs work..

Place was great but the deep puddles in the driveway was making a muddy experience each time we used it.could not avoid the mud.
Stayed 4 nights in Nov 2024

10/10 Excellent

Amber W.

Liked: Cleanliness

Sweet little getaway ❤️

My boyfriend and I stayed for four days and loved it! Location was great to access upper and lower keys.
Stayed 3 nights in Aug 2024

10/10 Excellent

Tammy D.

Liked: Cleanliness

Cottage was very nice

Cottage was cozy and clean. Cottage needs a few things….. Stayed in cottage 2- screen door latch is broken, screen needs repaired in 2 places where there is napkins or paper towels in wholes. Outside light would not come on at the corner of cottage. TV was hard to see from the wire shelf hanging on the wall would be perfect. We loved the cottage. Provide paper towels and more towels in for bathroom. These are just suggestions. We really loved the cottage and plan to stay again next year.
Stayed 4 nights in Aug 2024

8/10 Good

Dale I.

Stayed 4 nights in Jul 2024

10/10 Excellent

Devon I.

Liked: Cleanliness

Great place for 2 people

If you need a place for two this is it. Perfect amount of space for us. Easy access to the pool and dock.
Stayed 4 nights in Jul 2024

2/10 Terrible

Scott C.

Disliked: Cleanliness

Never stayed

They forgot to tell me that the water at that property is very shallow also the boat launched is too small to get a 26 ft center console with a 30-foot trailer and an Escalade into the boat ramps even if I got the boat in the water at a different place there still isn't enough deep water at the property manager was very rude told me she could not refund my money told me I don't know how to back up my trailer I would recommend this place to anybody terrible business!!
Stayed 3 nights in Jun 2024

10/10 Excellent

Nickie B.

Liked: Cleanliness

Cottage 2

Second time staying at the cottages and love the laid back vibe. Mattress needs to be replaced, would be my only complaint.
Stayed 4 nights in Jun 2024

10/10 Excellent

john h.

Liked: Cleanliness

Very good

Almost perfect
Stayed 7 nights in May 2024

10/10 Excellent

Rosana G.

Liked: Cleanliness

Long weekend stay

Very peaceful neighborhood, clean and enjoyable.
Stayed 4 nights in May 2024

10/10 Excellent

Dawn C.

Liked: Cleanliness

Great Week!

This was our second stay at the cottage. There is everything you need and we were able to bring our dog. It’s great to be able to use the boat slip as well. Reasonably priced and well worth it. Quiet, clean and close enough to everything.
Stayed 5 nights in May 2024

10/10 Excellent

Sarah C.

Liked: Cleanliness

Perfect cottage

My daughter and I stayed here for her 17th birthday. The location is excellent for tourism of the islands. The property is peaceful, friendly and clean. Beautiful pool. Cottage was very clean and furnished with everything you need. I’ll be back this time next year and will definitely plan to stay here again. 10/10 recommend.
Stayed 3 nights in Apr 2024

10/10 Excellent

Jon R.

Liked: Cleanliness

Amazing hideaway outside of Key West

Great communication with the property owners, painless check-in/out process, gorgeous property, and amazing location! Would definitely come back if we head to the Keys again!!
Stayed 4 nights in Apr 2024