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Waterfront Home

Waterfront cottage with kitchen and balcony

Photo gallery for Waterfront Home

Terrace/patio - Waterfront Home (Cudjoe Key)
Property grounds - Waterfront Home (Cudjoe Key)
Beach - Waterfront Home (Cudjoe Key)
Dining - Waterfront Home (Cudjoe Key)
Fridge, microwave, oven, stovetop - Waterfront Home (Cudjoe Key)
Consider a stay at Waterfront Home and take advantage of an arcade/game room, laundry facilities, and a hot tub. Adventurous travelers may like the kayaking and boating at this cottage. Guests can connect to in-room WiFi.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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 transportation

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room

Entertainment

  • Books
  • DVD player
  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 20 lbs per pet)

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

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
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing 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

General

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

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  • Kitchen
  • Washer
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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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)
Restrictions apply; for more information contact the property at 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
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

We should mention

This property does not have elevators
A car is recommended for transportation 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 neighborhood

Located in Summerland Key, this cottage is on the waterfront. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Be sure to check out the area's animals with activities such as game walks and birdwatching. Visit our Summerland Key travel guide
View more Cottages in Summerland Key
Map
Cudjoe Key, FL

What's nearby

  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    10 min drive - 4.2 miles
  • Lower Sugarloaf Sound
    Lower Sugarloaf Sound
    14 min drive - 7.6 miles
  • Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki
    Sugarloaf Beach
    21 min drive - 11.2 miles
  • Upper Sugarloaf Key
    9 min drive - 4.3 miles
  • Upper Sugarloaf Sound
    10 min drive - 5.1 miles

Getting around

  • Key West Intl. Airport (EYW)
    31 min drive

Restaurants

  • Boondock's Grille & Drafthouse
    9 min drive
  • Kiki's Sandbar
    11 min drive
  • Morning Joint
    17 min walk
  • Broil
    5 min drive
  • 5 Brothers Two
    9 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 20 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Waterfront Home?

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Home?

Check-out 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. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 mi (10 km).

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Waterfront Home Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 99 out of 176 reviews
Rating 8 - Good. 47 out of 176 reviews
Rating 6 - Okay. 15 out of 176 reviews
Rating 4 - Poor. 13 out of 176 reviews
Rating 2 - Terrible. 2 out of 176 reviews

7.8

Cleanliness

9.4

Location

8.0

Property conditions & facilities

Reviews

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

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

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

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

Verified traveler

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

Orsolya S.

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

Great short getaway

Loved the location and amenities (not the $125 extra), house was ok for the price could have been cleaner. Easy check in, good communication. Thank you!
Stayed 4 nights in Sep 2023

8/10 Good

Verified traveler

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

Nice House

Points lost for not a lot of necessary itemsOnly enough towels for 1 each, no spares The bed in the 2nd room was so high one guest couldn’t get into it, so slept on the sofa, but there was only a spare sheet and no quilt There was only the toilet roll on the holder 1 more, in each bathroom, tiny bottle of dish soap, no dishwashing tabs, (packet was empty)Found 1 tide pod & 1 dryer sheet!! Other than that it was well equipped & clean
Stayed 10 nights in Nov 2024

8/10 Good

Anthony F.

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

Venture Out Cudjoe

Overall, had a great time and the Venture Out organization had everything well organized. The unit was older but did what we expected when we weren't on the water. Trailer storage was not ideal, due to the 2 vehicle limit. A few missed spots in cleanliness. Overall a good place. We would stay again!
Stayed 3 nights in May 2024

8/10 Good

Donna M.

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

Florida Keys with friends

We stayed in Cudjoe key for 5 nightsat Venture Out properties. The place is very big but not overly crowded. The salt water pool was very refreshing. The only thing I wish we knew was that there was another fee we needed to pay when we checked in. I thought the payment we made to the owner of the property was all we needed to pay.
Stayed 5 nights in Nov 2023

10/10 Excellent

art m.

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

Good fishing "home base"

Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good time.
Stayed 5 nights in Jul 2024

10/10 Excellent

Verified traveler

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

Nice place

After reading the past reviews, we were a little concerned about what we may be walking into. After we arrived we realized that either the cleanliness issue mentioned in prior reviews were taken care of or were not picky/petty. We had no issues with the place whatsoever. If you’re looking for a 5star Taj Mahal place, this is not it. If you’re looking for a decent size place for 4 adults in a nice community then this is it.
Stayed 3 nights in Feb 2024

8/10 Good

Jodi T.

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

Cudjoe Fun

Enjoyed our stay. The home was nice & comfortable for our group of 4 adults. Venture Out is a nice park, people were friendly as were the security staff. Location of house is convenient to entrance & short walk to awesome pool. Our contact Jennifer was in touch as needed & responded very quickly to a lighting issue. Ate at many great places nearby including No Name Pub, Boondocks, Kikis Sandbar, Boardwalk, Morning Joint, & Mangrove Mamas, & 2 times at our favorite Tonios Seafood Shack. Not alot to do in the area without driving but close 2 Key West. Overall a good option.
Stayed 6 nights in Feb 2024

6/10 Okay

Patty B.

Liked: Check-in, location
Disliked: Cleanliness

It’s sad

Starting with a good, the beds were clean and comfortable, and the bathrooms were clean. But the house is sad. No one has done maintenance screens ripped chairs on the porch, broken no bath mats and outside of countertops. Everything is dusty. I wish I could show a picture of the air conditioning vent. It has years worth of dirt on it.
Stayed 7 nights in Jun 2024

8/10 Good

David C.

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

Good, overall

I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type of property for ocean activity, which would require near-constant TLC. We were permitted a late check-out. Thank you to the host.We would rent this property again.
Stayed 4 nights in Dec 2024

8/10 Good

steve l.

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

343 had good water pressure for the shower

Used this place as home base for other activities. Everything was fine. We installed a new air filter for the AC furnace as they had an extra one on standby. The Old one needed replaced. Community is clean. Ppl very nice. Amenities well kept. This unit could use some love here and there, perhaps a thorough deep cleaning but it was fine and comfortable to stay in It’s not fancy but we didn’t need or expect fancy. And We recommend it.
Stayed 5 nights in Dec 2023

6/10 Okay

Cathy M.

Liked: Location, listing accuracy
Disliked: Cleanliness, check-in

Cudjoe Key

When we checked in we were turned away at the gate because it was 2:00 and check in was 3:00. They wouldnt even let us sit by the pool. The manufactured home was in a good locaton and on a canal. It needed many repairs and deep cleaning. Window and door screens were ripped and towel rack was falling off the wall. I would not stay here again. We actually left 2 days early.
Stayed 7 nights in Jan 2024

6/10 Okay

Susan C.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Tell the truth

The location is amazing with lots of amenities. They have tennis courts, swimming pool right on The Atlantic ocean, a store on site, and many, many more and amenities. I found that the trailer we were in was comfortable, had a great AC just a little dated and needed a bit of maintenance. One thing I was not aware of nor was I told is that you could only have six people which means that your family cannot come into the facility to visit. This was very disappointing as we had family members on the same key just at another location. They couldn’t even come in to go on our boat. Also, they were working on the seawall, so our days were filled with pounding of cement that they were extracting from the seawall all day long. We asked for a new location but didn’t hear back from Jennifer. Communication initially was positive with her, but after I brought it to attention about the seawall, she told me she would get back to me the next day on a possible relocation, but but did not receive a notice back from her the rest of the week. The location was convenient for what we needed it for we were going to lobstering and then to Looe Key!
Stayed 5 nights in Aug 2024

6/10 Okay

Jeff M.

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

Idiots working security!

1500 characters is not enough to tell the whole story correctly. The unit I stayed was great, very clean and was described correctly in the listing. My host Jennifer was available to answer questions if I had them. I was very happy with the unit! My problem was with the two idiots working security. They were rude! When I went to check in, I was told that they didn't have any information on me. (Jennifer assured me when I spoke with her later that day that she had given then all the information they needed). Steve, which I found out is suppose to be the supervisor, felt for some reason he needed to raise his voice towards me while giving his welcome aboard speech. I asked about trailer parking and Steve said we don't have any. Jennifer told me about overflow parking available if needed. Steve didn't mention anything about overflow parking, just said we don't have any. To make a long story short, I went in and complained to the manager. He seemed concerned. I told him about the two security guards attitude. I asked him about trailer parking which my host told me was available, and if there wasn't, is there other trailer parking available which my host told me there was. He asked did they (the security idiots) give you a list of overflow parking available, I said no. He said let me go out and get you one. Again I was very happy with the unit and Jennifer as my host! What was disgusting was dealing with the two idiots at the front gate when I checked in.
Stayed 4 nights in Mar 2024

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

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

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

10/10 Excellent

Charles N.

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

Chuck

Great price great location
Stayed 3 nights in Apr 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