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Entire home

Waterfront Home

Waterfront cottage with kitchen and balcony

Photo gallery for Waterfront Home

Terrace/patio
Beach
TV, DVD player, ping pong, books
TV, DVD player, ping pong, books
A heated pool
Consider a stay at Waterfront Home and take advantage of an arcade/games room, laundry facilities and a hot tub. Adventurous travellers may like the boating and kayaking at this cottage. Guests can connect to in-room WiFi.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 476 sq m

Popular amenities

  • Pet-friendly
  • Dryer
  • Washer

Add dates for prices

About this property

Entire place

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

Waterfront Home

You found it!! Bring your boat! Charming cottage located in Venture Out, resort style community located on Cudjoe Key, just 20 miles from Key West. Remodeled cottage, Two bedroom, two bath, sleeps 4 (2 queen beds, there is also a sleep sofa), well equipped kitchen. Screened porch that overlooks the wide canal, 35' concrete bulkhead, with easy access to the Atlantic Ocean or Gulf. Amenities include heated 80' swimming pool, hot tub, tennis courts, full service marina and community convenience store. Wonderful restaurants nearby, post office, gourmet grocery, liquor store. There is a $125.00 fee that is due at check in payable to Venture Out for use of the amenities. Parking for one car, one golf cart and one motorcycle, additional vehicles will park in overflow parking. If you are bringing a boat, we have trailer storage for you just down the street. Please let me know.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Car recommended

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Boat
  • Heated pool
  • Kayak
  • Table tennis
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing 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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Property located in a resort
  • Unit size: 816 square feet

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Old Wooden Bridge Resort and Marina
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  • Pet-friendly
  • Parking included
  • Free WiFi
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Old Wooden Bridge Resort and Marina

Policies

Check-in

Check-in time starts at 3:00 PM
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
Information provided by the property may be translated using automated translation tools

Rules

Venture Out charges $125 upon arrival. One car per house, any additional vehicle and boat trailers will be parked in overflow $5 to $10 per night.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 9 kg per pet)
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: $100 pet rent

Children and extra beds

Children are welcome
Note from host: there is a canal in the back with no fence

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
On-site 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 indicated that 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

We should mention

A car is recommended for transport to and from this property

Property is also known as

Resort Waterfront Home Cudjoe Key
Resort Waterfront Cudjoe Key
Resort Waterfront Home
Waterfront Home Cottage
Waterfront Home Cudjoe Key
Waterfront Home Cottage Cudjoe Key

About the area

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 6.9 km
  • Upper Sugarloaf Sound - 10 min drive - 8.2 km
  • Florida Keys Beaches - 10 min drive - 6.7 km
  • Lower Sugarloaf Sound - 14 min drive - 12.1 km
  • Sugarloaf Beach - 21 min drive - 18.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 31 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Broil - ‬5 min drive

Frequently asked questions

Does Waterfront Home have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Waterfront Home pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

What time is check-in at Waterfront Home?

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Home?

Checkout is at 10:00 AM.

Where is Waterfront Home located?

Situated on the waterfront, this cottage is within a 10-minute walk of Venture Out Keys, Venture Key and Out Key. Upper Sugarloaf Key and Florida Keys Beaches are also within 6 miles (10 km).

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Waterfront Home Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 97 out of 173 reviews
Rating 8 - Good. 47 out of 173 reviews
Rating 6 - Okay. 14 out of 173 reviews
Rating 4 - Poor. 13 out of 173 reviews
Rating 2 - Terrible. 2 out of 173 reviews

7.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

Reviews

8/10 Good

Georgiana V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location if you bring a boat. Secure location. Venture Out is a nice community.
Stayed 4 nights in Aug 2025

8/10 Good

Jamie L.

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

Birthday week/ Lobster week

Had a great stay. Our boat fit perfectly on the sea wall. We brought our own large bouy just Incase there was no dock. Turned out to work amazing. ( got it on amazon… lol) had everything we needed for a great stay
Stayed 6 nights in Jul 2025

10/10 Excellent

Edward D.

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

Venture out

Venture out resort is a great vaca spot
Stayed 3 nights in Jun 2025

4/10 Poor

Codee A.

Liked: Check-in, communication, location
Disliked: Listing accuracy

Great location, but not what i expected

Great location. Community amenities are not worth the 125 price tag. The air conditioning had to be set to 75 or it doesn't work. Very uncomfortable.
Stayed 5 nights in Jul 2025

8/10 Good

Gabby C.

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

Cudjoe key

The house was cozy and a great view of the canal. I like how they had a bathtub and shower with a sliding door and many cabinets and space for things.
Stayed 6 nights in Jun 2025

10/10 Excellent

Amy Q.

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

Great location

Loved this property and the community. Great property, near some great restaurants. Would definitely stay again.
Stayed 3 nights in Feb 2025

10/10 Excellent

Charles N.

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

Chuck

Great price great location
Stayed 3 nights in Apr 2025

10/10 Excellent

Beth B.

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

First trip to the keys

Property was perfect for our needs and a short distance from Key West.
Stayed 3 nights in Feb 2025

8/10 Good

Sharon K.

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

Nice place

Good
Stayed 8 nights in Mar 2025

8/10 Good

CAROLINE L.

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

Great spot

Venture out is more of a retirement community than a family resort. The location is ideal and the house was well appointed
Stayed 4 nights in Mar 2025

10/10 Excellent

Glenn N.

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

Keys Visit

All was good. Exactly as expected, clean, organized.
Stayed 3 nights in Feb 2025

10/10 Excellent

Ronald K O.

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

Wonderful Keys rental

We loved our time here and the host was very friendly. We would definitely stay here again!
Stayed 3 nights in May 2024

6/10 Okay

Sandy B.

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

Waterfront Property

Referring back to the review posted October 28, things haven’t improved This could be a nice place with some TLC
Stayed 7 nights in Mar 2025

8/10 Good

Verified traveller

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

Great place to stay

Needs a little maintenance but a great place and location to stay!
Stayed 7 nights in Feb 2022

8/10 Good

Doug R.

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

Great stay

Great location. Can’t beat the price, location, and propety.
Stayed 3 nights in May 2023

10/10 Excellent

Susan W.

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

Great property

Wonderful little house in a gated area right on a canel.
Stayed 3 nights in May 2024

8/10 Good

Kenny P.

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

Awesome place thanks much

Would definitely come back!!!!
Stayed 5 nights in Apr 2024

10/10 Excellent

Debra T.

Great area to stay very laid back and no crowds to deal with

Home had everything needed to make he stay easy, pet friendly place to stay enjoyed stay have been here 8 times over the years first at this home
Stayed 9 nights in Aug 2018

10/10 Excellent

Stephanie R.

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

Great location on Cudjoe Key

Great location on Cudjoe Key. Close enough to all the reasons we come to the Keys.
Stayed 3 nights in Jun 2023

10/10 Excellent

Justyna J.

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

Enjoyed the community too

Nice pool too
Stayed 4 nights in Apr 2023

10/10 Excellent

Arielle B.

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

Great little house on the water!

The house was cute, the canal was peaceful, the resort was awesome! Great place to stay! We had a minor issue with the cleaning, but all was made right by property owners. Would stay here again!!
Stayed 4 nights in Dec 2021

10/10 Excellent

Verified traveller

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

A real gem!

Great amenities. Owner was very responsive to a question and very helpful.
Stayed 3 nights in Mar 2024

8/10 Good

kathleen m.

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

Good stay

Location was good. House was stocked with everything needed and beds were comfortable. Had a really nice weekend.
Stayed 3 nights in Mar 2023

8/10 Good

Carol S.

Relaxing

So relaxing, great fishing but beds were very uncomfortable
Stayed 5 nights in Apr 2019

10/10 Excellent

Dawn C.

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

Happy Boaters

Great experience. Unit was nice as advertised. Only a little external maintenance is needed. We'd stay here again. Staff & amenities were great!
Stayed 3 nights in Apr 2023