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

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A beach view with a swimming pool, palm trees, and lounge chairs.
A bedroom with a bed, a nightstand, a lamp, and two windows.
A kitchen with white cabinets, a stainless steel microwave, a stove, and a dishwasher.
A single-story house with a covered porch, a small front yard with a variety of plants, and a number '14' on the side.
A beach with clear water, palm trees, and a wooden pier with chairs.

Reviews

9.0 out of 10
Wonderful

Entire home

2 bedrooms1 bathroomSleeps 4750 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Laundry
  • Outdoor Space

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 is located 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 - ‬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 #14 - 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 a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a coffee maker and a dining table.

Similar properties

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
9.8 out of 10, 96, 96 reviews
$354 nightly
The price is $395
Sep 16 - Sep 17
Total with taxes and fees
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities

Comfort

  • Air conditioning

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.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Location highlights

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

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing 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
  • Deadbolt lock

General

  • Garden
  • Unit size: 750 square feet

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 and a deadbolt lock
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.
  • 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, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What is 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, there isn't parking at this cottage.

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, there is no indoor pool at this cottage.

Is Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West a good place to stay for couples?

At this waterfront cottage, amenities that appeal to couples include a kitchen, a kitchen in some cottage, as well as a garden.

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

No, there isn't a spa tub at this cottage.

Does this cottage offer 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, this cottage doesn't feature connecting guestrooms.

Where is the closest airport to 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 28.4 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 patio.

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

Reviews

9.0

Wonderful

Rating 10 - Excellent. 40 out of 65 reviews
Rating 8 - Good. 17 out of 65 reviews
Rating 6 - Okay. 4 out of 65 reviews
Rating 4 - Poor. 3 out of 65 reviews
Rating 2 - Terrible. 1 out of 65 reviews

8.6/10

Cleanliness

6.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Candrin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really cute property! Would definitely visit again
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Jason D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place! Easy drive into town! Clean too!
Stayed 3 nights in Dec 2025
Verified review

8/10 Good

Lilly A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was very good and the host was responsive.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Jenn C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little cottage. It had everything we needed. My kids loved the heated pool that overlooked the water
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Josie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was perfect for going in and out of Key West. The house was clean, spacious and comfortable.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Brenda O.

Awesome
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Christine W.

Liked: Check-in, communication, listing accuracy
Everything was good
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Scott D.

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

Great place to stay

We enjoyed it here very much. Thanks for having us.
Stayed 6 nights in May 2024
Verified review

10/10 Excellent

Verified traveler

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

Great property

Great place!!
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Nicholas R.

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

Very nice family stay

Very nice stay. (Family of 4--2 adults and 2 kids, ages 7 & 6)
Stayed 3 nights in Feb 2022
Verified review

8/10 Good

Michele S.

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

Great place and close to Key West

We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Raj

Liked: Cleanliness, property conditions & facilities, communication
Clean rooms, clear guidelines, completely no contact experience without facing any trouble.
Stayed 1 night in Dec 2025
Verified review

8/10 Good

Trent J.

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

nice basic lower Keys cottage

This is the second time my son and i have stayed in these cottages. Basic and comfortable and in a good location.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Robert B.

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

ANNIVERSARY HOLIDAY

Stayed here as a 30th anniversary treat. Delightful cottage and lovely location. Communication from owner was excellent. We really enjoyed our stay and would visit again!
Stayed 8 nights in Jan 2024
Verified review

10/10 Excellent

Jodi C.

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

Super comfortable and great location.

This is our second year at one of these cottages. We love the complex and the location is great to get to many things. The cottage has everything you would need and is very clean. The host has been great to work with.
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Amy V.

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

Adorable

Adorable little cottage. Perfect for our stay outside of Key West.
Stayed 5 nights in Feb 2023
Verified review

10/10 Excellent

Chuck B.

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

Cudjoe Key 2025

Week away to celebrate our 47th anniversary. Location, price and easy checkin and checkout. Easy drive to Key West. Chairs, pool and beautiful views.
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Brianne J.

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

Great Place!

We stayed here for a long weekend and it was a great location, close to Key West and the other little keys. Easy check in and out. Susan answered all questions with quick response.
Stayed 3 nights in Apr 2023
Verified review

8/10 Good

myra c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy, place nice & quiet. Kitchen facilities was good. Had a problem with the microwave, property manager took care of it within hours. WiFi great. Access was easy once you got used to it.
Stayed 7 nights in Aug 2025
Verified review

8/10 Good

Carla D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I would at least provide a decent frying pan to cook with. Non stick rusty pans aren't even safe to use. Can't expect fliers to pack in a suitcase. Also when staying for an entire week it might be nice to at least come and sweep and one change of towels. I would also improve on the directions for those coming in the dark. You don't see the colored buildings and some better marker as that driveway is completely hidden and before the two story building. The place is very quaint and comfortable
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Susan C.

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

Close to Key West but Quiet & Natural

We enjoyed the laid-back atmosphere and met many nice people on fishing trips out of the property. We didn't have a boat ourselves but enjoyed the property very much. We didn't want to stay in Key West directly and found Cudjoe Key to be ideal.
Stayed 3 nights in Aug 2023
Verified review

4/10 Poor

Rick F.

Liked: Check-in, communication
Disliked: Cleanliness
Host was great. I stayed here before. So my fault for returning. Just run down. Pool furniture rusted broken. Ceiling fan held in by one screw. List goes on.
Stayed 9 nights in Nov 2025
Verified review

10/10 Excellent

Barbara D.

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

Fun in the sun

Really nice place! Love how close it is to Key West. A little difficult to find because roads arent marked. Pool needed some attention. Affordable! Will definitely be back.
Stayed 4 nights in Mar 2024
Verified review

10/10 Excellent

Barbara T.

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

Cudjoe

Wonderful clean property . Pool in the back by water needed some attention other than that a wonderful stay
Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

Laura R.

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

An affordable gem in the Keys!

This nice little cottage is clean and spacious. Comfy beds and a very short walk to the dock. Didn't get a chance to use the pool, but it looked clean. Close to Key West, but in a quiet area. A few good restaurants near by. The nice part is it's really affordable compared to some other rentals in the Keys which can be pretty pricey for just a few days. I would highly recommend this place!
Stayed 2 nights in Feb 2024

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