Unwind in the top-rated pool, your perfect spot for relaxation.
Private garden
A rare find — relax in the peaceful, private garden space.
2 bedrooms1 bathroomSleeps 4
Popular amenities
Swimming pool
Onsite parking available
Kitchen
Laundry
Air conditioning
Barbecue grill
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
‪3 min drive‬
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
‪4 min drive‬
Florida Keys Beaches
Place, Florida Keys Beaches
‪8 min drive‬
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
‪35 min drive‬
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Garden
About this property
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.
Our prices include all fees. No hidden fees.
Add dates for prices
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Oceanfront w/stunning open water views and private seawall! 30 mins to Key West!
Cudjoe Key
Oceanfront w/stunning open water views and private seawall! 30 mins to Key West!
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
About the neighborhood
Summerland Key
Located in Summerland Key, this cottage is on the waterfront. 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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
‪Boondock's Grille & Drafthouse - ‬9 min drive
‪Morning Joint - ‬2 min drive
‪The Bent Prop - ‬19 min walk
‪Square Grouper Bar and Grill - ‬2 min drive
‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
Frequently asked questions
Does Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West have a pool?
Yes, this property has a pool.
How much does it cost to stay at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?
As of Jul 2, 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 Jul 3, 2026 start from $297, 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 Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?
Check-in begins at 4:00 PM.
What time is check-out at Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West?
Check-out is at 10:00 AM.
Where is Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West located?
Situated on the waterfront, this cottage is within 3 mi (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key. Venture Out Keys and Out Key are also within 3 mi (5 km).
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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
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!
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 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!
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.
Week away to celebrate our 47th anniversary. Location, price and easy checkin and checkout. Easy drive to Key West. Chairs, pool and beautiful views.
Chuck B.
Stayed 7 nights in Feb 2025
Verified
4/10 Poor
Rick F.
Nov 29, 2025
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.
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.
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.
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.