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Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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Guests can stroll along the pier, taking in the serene surroundings and views of the surrounding landscape.
Relax on the lakeside dock, surrounded by lush greenery and serene water views.
Enjoy a serene waterfront setting with a marina, lush greenery, and a picnic area.
Guests can enjoy a serene view of the lawn, patio, and water from the comfort of their room.
Relax by the pool surrounded by lush greenery and flowering plants.

Entire home

1 bedroom1 bathroom47 sq m

Popular amenities

  • Parking available
  • 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

Similar properties

Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

  • Pool
  • Pet-friendly
  • Parking included
  • Free WiFi
4.3 out of 5, Excellent, (254)
The price is €243
for 1 cottage
includes taxes & fees
18 Aug - 19 Aug
Old Wooden Bridge Resort and Marina

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage #1 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. A few steps in either direction bring you to sparkling water. This cottages is situated on the waterfront, but 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 Cottages to be your Home Away From Home.


During your stay at this cottage, you'll be close to Upper Sugarloaf Key. Enjoy features like an outdoor pool and laundry facilities. The cottage offers a kitchen and a patio.
  • Air-conditioned cottage with kitchen, washing machine, and patio
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities
  • Just a 3-minute drive from Upper Sugarloaf Key and a few minutes from Upper Sugarloaf Sound
This cottage offers its guests an outdoor pool, barbecue grills, and a garden. The front desk is open around the clock.

This Summerland Key cottage is smoke free.

Property manager

Susan Rich

Languages

English

Property amenities

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • 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

  • Smoke-free property

Location highlights

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

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 504 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 not indicated whether there is a smoke detector on the property
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Private Oceanfront Cottage with dockage, pool just minutes to Key West! Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 93 out of 160 reviews
Rating 8 - Good. 43 out of 160 reviews
Rating 6 - Okay. 13 out of 160 reviews
Rating 4 - Poor. 5 out of 160 reviews
Rating 2 - Terrible. 6 out of 160 reviews

8.6/10

Cleanliness

6.0/10

Amenities

6.0/10

Property conditions & facilities

6.0/10

Eco-friendliness

Reviews

8/10 Good

_OffRoadRC_

Liked: Cleanliness

Great!

The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive.
Stayed 5 nights in Jun 2025

10/10 Excellent

Christina B.

Liked: Cleanliness

Another Perfect Vacation At Our Favorite Place

We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year!
Stayed 5 nights in May 2025

4/10 Poor

Ronda T.

Disliked: Cleanliness

Did not meet expectations

Our first impression as we entered was surprise. I am incredibly surprised people are giving this place 10’s. When I rent I rely on others ratings and reviews. The first thing noted is the pictures on the listing are NOT accurate. There is a plastic table with 3 plastic chairs on the patio, not the cute furniture in the photo on the listing. The screened porch has a tear in the screen, high above the door, so it must have happened when someone was working there. Mosquitoes were already present in the area and to my dismay inside the house. There are gaps in the back doorway and what they have tried to repair is with duct tape, in the kitchen and bathroom windows. There are cupboard doors missing and cute touches of decorations that were not like that in the listing photos. There was dirt on at least one wall. The furniture was stained,, 2 small chairs and the couch. The furniture is completely different color than in the listing. The bed “squeaked ” as if it was rubbery?! The dust ruffle was filthy, although the bedding appeared clean, thankfully. 1 lightbulb out of 3 worked in the bedroom. No hangers available. Only 1 nightstand, I made a makeshift one from our suitcases. No supplies, for example Saran Wrap, I know that may be a “luxury”, but every place I’ve stayed has basic supplies. Who travels with items like that?!.the microwave was new but difficult to figure out. My husband had to fix the toilet, luckily he is handy. Now for the positive, quiet and great shower.
Stayed 5 nights in May 2025

10/10 Excellent

Fabian M.

Liked: Cleanliness

Very peaceful and private.

Cottage very clean and private. Loved being near the dock.
Stayed 4 nights in Apr 2025

10/10 Excellent

Andrea S.

Liked: Cleanliness

Great spot for a keys getaway

Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas.
Stayed 3 nights in Apr 2025

8/10 Good

Steve S.

Nice location.

Needs work interior wise. Neighbors were yelling and hollering at 2 am.
Stayed 5 nights in Apr 2025

6/10 Okay

Margie D.

Cottage #1

This is a lovely location with a lovely view. The cottage itself is adequate; we pretty much just slept there. But it needs repair and refreshing. It was as clean as it could be for its aged appearance. The wire shelves need to go, we needed additional towel racks, there were no hangers. There were no pillow cases on the pillows in the shams. I wouldn't have cooked in the kitchen. I'd go back if it was fixed up!
Stayed 6 nights in Mar 2025

10/10 Excellent

Ray L., St. Augustine

Liked: Cleanliness

Spring Break 2025

As always, we had a great time. Nothing fancy but just a quiet get-away.
Stayed 7 nights in Mar 2025

6/10 Okay

Robert O.

Disliked: Cleanliness

ok

i wonder what it was before. no door on bedroom. bathoom narrow and outdated. table and 1 chair on screened in concrete porch. small t.v. good spot
Stayed 4 nights in Mar 2025

10/10 Excellent

Susan B.

Liked: Cleanliness

Awesome location

Cottage 1 was right by the water. A walk down a long path to a dock was a nightly trip to watch the sunset. Located between Marathon Key and Key West was perfect for restaurants and stores without the crowding from tourists. About 20-30 minutes to Key West
Stayed 14 nights in Feb 2025

10/10 Excellent

Suzanne B.

Liked: Cleanliness

Quiet paradise

This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally.
Stayed 4 nights in Feb 2025

10/10 Excellent

Ruth Anne H.

Stayed 11 nights in Jan 2025

6/10 Okay

Marianne

Travelled with family
Place was very clean. The property is in need of upkeep and updating. It was hit in the last hurricane.
Stayed 3 nights in Feb 2025

8/10 Good

Robert O.

Stayed 6 nights in Dec 2024

10/10 Excellent

Thomas K.

Liked: Cleanliness

Kelly wedding

Nothing but good things about the experience. Loved everything about the place.
Stayed 4 nights in Jan 2025

10/10 Excellent

Lamar H.

Liked: Cleanliness

Cute cottage, perfect for a couples getaway.

This is a little quaint cottage excellent for a couples getaway. About 20 mins to Key West. We loved the big patio and the dock through the mangroves. We didn’t cook but ate at the Broil Steakhouse literally across the street two nights for dinner. Great property and a fun little cottage. They have houses, duplexes, a house with a pool and a shared pool. Overall would definitely recommend and will be back in the future.
Stayed 2 nights in Jan 2025

10/10 Excellent

dilligas41501

Liked: Cleanliness

Holiday Getaway

Clean, quiet, made for a nice stay
Stayed 4 nights in Dec 2024

10/10 Excellent

Ronald O.

Liked: Cleanliness

Me

Very nice very convenient
Stayed 9 nights in Dec 2024

10/10 Excellent

Katrina M.

Liked: Cleanliness

Love this place!

Great place for my girls and I to relax, everything you need is right here. Clean, good value for the , very responsive host and great location!
Stayed 4 nights in Nov 2024

6/10 Okay

Verified traveller

Liked: Cleanliness

It got the job done

The bungalow was the perfect size for a couple. Like many reviews state, it requires some repairs and updates. For instance, the blinds were broken in many places. We also had trouble with pests while staying there because the back door didn’t close properly. Despite that, the house had everything we needed for our stay and the host was responsive.
Stayed 4 nights in Nov 2024

10/10 Excellent

Michael L.

Liked: Cleanliness

Short Stay - Weather Affected - But Very Happy!

Arrival and check in was easy. Property was clean and easy to find. We only stayed one night due to the pending weather (Hurricane Milton). Mega Cudos and Appreciation to the Host as our trip was fully refunded! We are planning to return in 2025.
Stayed 5 nights in Oct 2024

10/10 Excellent

Valinda T.

Liked: Cleanliness

Quiet cottage

Love the cottage and how close to the water it was. It was quiet, plenty of area to walk the pup. Would come back
Stayed 5 nights in Sep 2024

6/10 Okay

Cathy D.

Liked: Cleanliness

Clean but needs updating

The House was clean. But could use some updating. Enjoyed our visit.
Stayed 3 nights in Sep 2024

10/10 Excellent

Sandra B.

Liked: Cleanliness

Beautiful view….love the dock.

Fishing on the dock….Gorgeous view….great fishing…catch Mahi 😀 Great boat trailer parking 20’ boat. You can put your boat in right there in the water or Jet ski. Step out your door, jump on the boat. Boat dock just a few miles away. Wasn't to busy on Labor Day 2024. There is a lovely pool there and a community washer and dryer. Nice tiki bar and restaurant maybe a mile away. The cottage is dated but clean. Wi-Fi is great and a/c works great. We will definitely be back.
Stayed 3 nights in Aug 2024

8/10 Good

Shannon W.

Liked: Cleanliness
Stayed 5 nights in Jul 2024