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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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A waterfront property with a pool, palm trees, and a house with a balcony.
A swimming pool with lounge chairs, palm trees, and a view of the ocean.
A beach with clear water, palm trees, and a wooden pier with chairs.
A house with a gravel driveway, palm trees, and a small pond.
A bedroom with a bed, two bedside tables, a nightstand, a painting on the wall, and a window with curtains.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Laundry
  • Parking available

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

Located within 2 miles (3 km) of Upper Sugarloaf Key, this cottage places you within a few miles (5 km) of Upper Sugarloaf Sound. The cottage includes a kitchen, a refrigerator, and a microwave.
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 - ‬9 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.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound with 2 swimming pools. Spacious cottage offers a full kitchen, screened patio, two queen bedrooms. The pool, dock and seawall 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.
The cottage is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a coffee maker and a dining table.

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Property amenities

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Porch/lanai

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Gravel flooring in public areas
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Wheelchair-accessible pool
  • Smoking not allowed

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

Policies

Check-in

Check-in time starts at 4:00 PM

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 doesn't allow pets

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: 4:00 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.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to do close to 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.

Is parking available on site at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

No, this cottage doesn't offer parking.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

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

What amenities will couples enjoy at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

Couples staying at this cottage will appreciate amenities like a smart TV and a kitchen as well as an outdoor pool.

Are there hot tubs at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

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

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Are there connecting rooms at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

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

How close 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 around 28.3 mi away.

Are there rooms with balconies that I can book at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

Yes, every cottage at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West comes with a porch/lanai.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 36 out of 61 reviews
Rating 8 - Good. 11 out of 61 reviews
Rating 6 - Okay. 11 out of 61 reviews
Rating 4 - Poor. 1 out of 61 reviews
Rating 2 - Terrible. 2 out of 61 reviews

9.0/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Danny C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place and stay, really thankful for making last minute changes. Thank you for allowing us to stay! Will return in the future!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Richard

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great location. The house was clean and cozy. Steps to the water for fishing or sunset views. Close to Key West but out of the craziness. Try the Squared Grouper restaurant just down the road. Great Stone Crab!!!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Lauren R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted.
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Ann C.

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

Great time fishing and relaxing @

Wonderful time
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the location of this property. It was mostly private and close enough to Key West to drive to town nightly while far enough away to have a pit j black sky at night to star gaze. We loved the semi private area. The house was just right for the two of us. We loved eating breakfast and doing devotions on the front porch each night. Susan was easy to work with and we felt very safe the whole time we were there. We utilized the heck out of those loungers by the water to do absolutely nothing. It was glorious.
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Justin F.

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

A quick trip

It was perfect for what we needed. Clean, convenient and cozy.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

David C.

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

Very accommodating

Nice to have a boat slip…
Stayed 8 nights in May 2025
Verified review

8/10 Good

Randy

Liked: Cleanliness, check-in, communication
Disliked: Listing accuracy
What you see is not what u get after u book it show u what u got was not what it shows
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Verified traveler

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

Keys Meet Up

Nice place.
Stayed 5 nights in Jan 2025
Verified review

10/10 Excellent

SCOTT B.

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

Cudjoe Cottages

A great value
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

stephen c.

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

Florida is Great

Great property. Met all my needs and was clean, safe, easy to find. Enjoyed my time there. The property is equidistant from Key West and Bahia Honda State Park, both of which are great places to visit and explore.
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

JAMES B.

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

Nice place

Great
Stayed 6 nights in Feb 2023
Verified review

8/10 Good

Paula M.

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

Short getaway trip

Property needs some repairs. Was clean and quiet
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Paul S.

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

Fishing in Key west

Property was clean, equipped with everything you need quiet and comfortable. Short drive to Key West. Plenty to do in a short distance. Perfect location.
Stayed 4 nights in Feb 2023
Verified review

10/10 Excellent

Justin

Liked: Cleanliness, property conditions & facilities, communication
This was the perfect cottage for our family of 4! Location is amazing, property is beautiful and communication was incredible! We will be back next year.
Stayed 5 nights in Dec 2022
Verified review

10/10 Excellent

Angel F.

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

Fishing Trip

Great location for our fishing trip. we brought out skiff down and the property has a ramp and dock for boats.
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

Sherry

Liked: Cleanliness, property conditions & facilities, communication
It was great for the price. Close enough for activities in key west and Big Pine
Verified review

8/10 Good

Billy K.

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

Great Location - Needs Some Attention

Well located to visit Key West as well as other Keys both East and West. House needs some attention.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

Page H.

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

Perfect for our family time together

I came to visit my son and watch his concert at Key West high school. We did a lot of fun things but the cabin was a perfect place to come in and relax. I watched the sun rise every morning at the dock and the kids enjoyed the pool in the evening. I plan to visit the cottage again next year
Stayed 5 nights in Nov 2023
Verified review

6/10 Okay

Dennis R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
WE did not get to go my father died and we stay home but the other people that was suppose to go went and stay in our cottage.
Stayed 8 nights in Aug 2025
Verified review

6/10 Okay

Verified traveler

Liked: Check-in, communication
Our cottage did not have a toaster, a working microwave, or a large bowl to make a salad in. The kitchen is very sparsely equipped!However I will say when I finally reached out Susan was very helpful and brought them over the next morning. When I have stayed at Vrbo’s in the past they have toilet paper, paper towels, garbage bags, ect… enough for one day of our 14 day stay.The internet was very spotty, and weak. 2 bars max.The place is old style, which I understood, but it the furniture was very old and mattresses very soft.Otherwise it was good.
Stayed 13 nights in Feb 2026
Verified review

10/10 Excellent

Anthony

Liked: Cleanliness, amenities, property conditions & facilities, communication
Drive very slowly as you look for the driveway. The iron gates are open and are hidden by the hedges.
Stayed 6 nights in Apr 2025
Verified review

8/10 Good

Rhonda

Liked: Cleanliness, property conditions & facilities
Close to the water. Please consider upgrading your toilet paper.
Stayed 4 nights in Jun 2024
Verified review

8/10 Good

Dawna O.

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

Just what we needed.

The property is cute, quaint and tired looking. It is appropriately priced for such a cottage in the keys. If it had cost more, I would list the improvements it needs but, we got what we paid for.
Stayed 3 nights in Mar 2023
Verified review

8/10 Good

Terri H.

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

Spring break 2025

Plenty of room for 2 couples. Dark skies and quiet area great for star gazing. Close to Key West but not in the chaos. Unit 15 needs some repairs. Be careful with the outside banister and gap between the unit and entry steps. Had a great time. Good vale for the cost.
Stayed 4 nights in Mar 2025