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

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

A swimming pool with lounge chairs, palm trees, and a view of the ocean.
A living room with a striped armchair, a grey sofa, and a wicker coffee table.
A kitchen with wooden cabinets, a microwave, a dishwasher, a stove, and a sink.
A living room with a grey sofa, a coffee table, a dining table with chairs, a ceiling fan, and a door with a window.
A two-story building with a balcony, surrounded by lush greenery and a sandy beach.

Reviews

8.6 out of 10
Excellent

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

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 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
  • Sugarloaf Beach - 14 min drive - 9.2 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
  • ‪The Bent Prop - ‬18 min walk
  • ‪Square Grouper Bar and Grill - ‬2 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 #11 - 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. This cottages is only steps away from our pool. 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 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
  • Heated pool
  • Outdoor pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • 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

  • Smart TV

Outdoor areas

  • Barbecue grill
  • 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

Things to do

  • Heated pool

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

General

  • 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
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 and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to see around this cottage?

This cottage is located in Summerland Key, close to Florida Keys Beaches, Upper Sugarloaf Key, and Sugarloaf Beach. You'll also find Venture Out Keys and Upper Sugarloaf Sound within a short drive.

How much does it cost to stay at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

As of Jul 16, 2026, prices found for a 1-night stay for 2 adults at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West on Aug 1, 2026 start from $401, 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 there parking available at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?

No, there isn't parking available at the cottage.

Is this cottage next to 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.

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

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, but guests can enjoy a heated pool at this cottage.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay for free?

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.

What 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 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

8.6

Excellent

Rating 10 - Excellent. 50 out of 98 reviews
Rating 8 - Good. 31 out of 98 reviews
Rating 6 - Okay. 14 out of 98 reviews
Rating 4 - Poor. 2 out of 98 reviews
Rating 2 - Terrible. 1 out of 98 reviews

8.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Anthony

Liked: Cleanliness, check-in, communication, listing accuracy
Perfect location. Privacy and comfort.
Stayed 6 nights in Mar 2026
Verified

6/10 Okay

Alexis W.

Liked: Check-in, communication, location, listing accuracy
The house could have been cleaner. Pool was also dirty and small.
Stayed 3 nights in Apr 2026
Verified

8/10 Good

Kevin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place to vacation
Stayed 3 nights in Aug 2025
Verified

8/10 Good

Tammy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was easy to communicate with and the cottage was in good condition. The location is great….it is just very difficult to find the driveway in the evening on the curve on Hwy 1!
Stayed 3 nights in Feb 2026
Verified

6/10 Okay

Mary M.

Liked: Cleanliness, check-in, location
Pros Conveniently located.Nice pool area, Was secluded and quiet,had adequate hot water, HVAC,WiFi availability, house clean.Cons, Directions to house confusing, no street sign, poor lighting in kitchen none above stove or sink, MW needs repair, only works on 3, bathroom needs grab bar/safety bar in shower, insufficient electrical outlets,porch rail loose
Stayed 6 nights in Mar 2026
Verified

8/10 Good

Michael D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for our group. Love the pool and boat ramp, been staying here for 12 years
Stayed 8 nights in Aug 2025
Verified

8/10 Good

Jodi

Liked: Cleanliness, check-in, communication, listing accuracy
The inside home was great. Furniture clean and new. Beds were comfortable. Pretty clean except for some mouse droppings in cabinets. Screened in porch furniture was nice but actual porch needs a good wipe down. Was pretty dirty. Pool at main house needs alot of help. Loungers mostly broken tiles missing, algae growin on grout in pool and black looking mold around edge. People at main house thought it was their private pool so that was awkward. Host very nice and quick to respond to questions.
Stayed 5 nights in Apr 2026
Verified

8/10 Good

Ron H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet and off the beaten path, old school, old style Key’s homes,would stay again.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Michael B.

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

Great get away!

The stay was great!!
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Brooks H.

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

Great stay

Clean, comfortable, nice pool overlooking the water
Stayed 6 nights in Jun 2023
Verified

8/10 Good

Debbie S.

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

Conveniently located, lovely waterfront view with pools

Scenic and convenient
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

James P.

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

Family friendly

My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Brittany W.

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

Perfect for Us!

My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Ron V.

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

Celebrating 30 year wedding anniversary

Old Florida charm with modern amenities. Very quiet and peaceful location near the water.
Stayed 4 nights in May 2025
Verified

8/10 Good

David O.

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

Loved the Keys

Nice quiet location, dated and a bit worn around the edges but comfortable.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

amanda d.

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

Great place! Convenient location! Very peaceful area!

Would definitely rent again!! Perfect for families
Stayed 5 nights in Dec 2021
Verified

10/10 Excellent

Cheryl M.

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

Keys visit

Quaint cottage and great location on the islands.
Stayed 3 nights in Nov 2023
Verified

8/10 Good

Marcy L.

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

Loved this cottage and amenities!

The cottage was perfect, little pool, and use of laundry was just what we needed. There were a few things needing repair and had a visit from a cockroach one night, but other than that it was great!
Stayed 8 nights in Apr 2025
Verified

8/10 Good

Elke N.

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

Quiet get away

Location was right by the water. Very relaxing and quiet. Enjoyed the heated pool!
Stayed 4 nights in Mar 2025
Verified

8/10 Good

Your Path t.

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

Quiet property

Nice place. Easy access to multiple places
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Elliott S.

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

Lovely Keys Getaway

The cottage was perfect for me and my 3 kids. We loved the location being less than a 30min drive from both Key West and Marathon, and within 20min of several beaches. The kids took a dip in the private pool in the back everyday. Check-in process was seamless, and the rooms were perfectly climate controlled. We'll definitely stay again next time we're in the keys.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Jennifer C.

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

Great Location

Loved staying at this property. Conveniently located. Short drive to Key West, but in a quiet and private location.
Stayed 8 nights in Jul 2022
Verified

10/10 Excellent

Kristine H.

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

Pleasant and peaceful

Place was quiet and peaceful! We had to ourselves the first two nights! Off season is the best!
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Deborah C.

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

Great stay in a great location!

Wonderful lil cottage in a quaint location just minutes to Keys fun! Thank you again!
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Tommy H.

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

This place is at the top of my places to stay in the Florida Keys

I recommend this place. We'll be staying here again.Staff was very polite and courteous.
Stayed 2 nights in Mar 2023

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