Entire home

Waterfront Home

Waterfront cottage with kitchen and balcony

Canal side screened in porch overlooking the water

Overview
Amenities
Policies
Location

Excellent

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

Dryer
Pet-friendly
Washer

Explore the area

Cudjoe Key, FL

Place, Venture Out Keys
Place, Upper Sugarloaf Key
‪8 min drive‬
Place, Florida Keys Beaches
‪10 min drive‬
Airport, Key West, FL (EYW-Key West Intl.)
‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio

Kitchen

Balcony

Dining area

About this property

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.

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Amenities

Pool

Hot tub

Kitchen

Washing machine

Dryer

Pet-friendly

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House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

There is a canal in the back with no fence

Events

No events allowed

Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)

$100 pet rent

Smoking

Smoking is not permitted

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.

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

We should mention

A car is recommended for transport to and from this property

About the area

Summerland Key

Located in Summerland Key, this cottage is on the waterfront. Coupon Bight Aquatic Preserve and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Cottages in Summerland Key

Cudjoe Key, FL

What's nearby

Upper Sugarloaf Key - 8 min drive - 7.6 km
Florida Keys Beaches - 10 min drive - 8.1 km
Sugarloaf Beach - 22 min drive - 18.7 km
Bahia Honda State Park - 30 min drive - 33.2 km
Duval Street - 44 min drive - 45.7 km

Getting around

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

Restaurants

‪Kiki's Sandbar - ‬11 min drive
‪Boondock's Grille & Drafthouse - ‬9 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 Crab Key are also within 6 miles (10 km).

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

7.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

9.4/10

Check-in

9.0/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

8/10 Good

Georgiana V.

27 Aug, 2025

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.

12 Aug, 2025

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.

16 Jun, 2025

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

Venture out

Venture out resort is a great vaca spot

Stayed 3 nights in Jun 2025

6/10 Okay

Maryann G.

14 Sept, 2025

Liked: Check-in, listing accuracy

Disliked: Cleanliness

For the one day we spent there, it was ok.... Needs to be updated as well as telling the cleaning people they need to do a better job. Water heater did not work and we were sent to another property. That property as well needs to be updated. That property had an air filter that looked like it was not changed for a very long time. We went to the store and bought a replacement as well as cleaned the air vent. Both properties were owned by the same person.

Stayed 6 nights in Sep 2025

4/10 Poor

Codee A.

5 Aug, 2025

29 Aug, 2018

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.

4 Jun, 2023

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.

24 Apr, 2023

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

Enjoyed the community too

Nice pool too

Stayed 4 nights in Apr 2023

10/10 Excellent

Verified traveller

28 Mar, 2024

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

10/10 Excellent

Arielle B.

8 Dec, 2021

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

6/10 Okay

Sylvain S.

19 Dec, 2024

Liked: Check-in, location

Disliked: Cleanliness, listing accuracy

Correct no more

Poor cleanliness

Stayed 3 nights in Dec 2024

8/10 Good

Carol S.

27 Apr, 2019

Relaxing

So relaxing, great fishing but beds were very uncomfortable

Stayed 5 nights in Apr 2019

8/10 Good

Verified traveller

11 Dec, 2024

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

10/10 Excellent

Dawn C.

19 Apr, 2023

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

4/10 Poor

Tina E.

24 Jan, 2025

Liked: Check-in

Disliked: Listing accuracy

Keys trip

First, you walk into the property through a bedroom. Stupid. The screen doors in the front and back kept falling off the tracks. 4 very old bath towels which meant washing constantly. The overall feel was that the place was old. Shower faucet in the one bathroom was ready to come off the wall. And the smell off the canal was the most disgusting smell - I can’t even describe it.

Stayed 7 nights in Dec 2024

4/10 Poor

loana a.

7 Jul, 2025

Liked: Location

Disliked: Cleanliness, communication, listing accuracy

Needs deep cleaning and maintenance

We booked this property months in advance and added two extra nights because of a situation and no other options were available. It was not cleaned properly—floors felt dirty, bathroom had stains and foot marks, cabinets and knobs were dirty, and thick dust was present on fans and surfaces. AC vents were filthy, and no mop was provided to clean. The dock cleats were loose, bumpers were missing, and we had to tie our boat to a concrete table. Outdoor lights didn’t work, power outlets on the terrace were loose and unsafe, dryer took long to dry, dirty oven, no hot water at washer. Towels provided were old and stained—brought my own. I sent the host photo evidence, and her response was dismissive, she called me “nitpicky.” She claimed she would’ve sent a housekeeper, but I didn’t come here to supervise cleaning during my vacation—I expected the home to be ready and clean. Bed sheets clean and bed comfortably. Good location. Host response : Well, isn’t that why you came to go boating and I think you’re being very nitpicky but go ahead leave me whatever review and remember I will leave you a review as well. I was very accommodating to give you a very reduced rate to come a day early with your boat and also to let you stay another night. You never complained to me once while you were there, I would’ve had my housekeeper come over and address any of your concerns.

Loose cleat we had to hook to the concrete table. Other concrete table to eat broken afraid to fall in feet and accident to happen

Stayed 8 nights in Jun 2025

About the host

Hosted by Susan Rich

Why they chose this property

Neat, clean, and all your own for the greatest diving, fishing, snorkeling, paddleboard adventure of your life! Screened and covered porch overlooking the boating channel, with 35 feet of concrete dockage. 2 bedroom 2 bath home with storage, barbecue grill, full kitchen.

What makes this property unique

Inside a gated community with all of the amenities, minutes from Key West, yet perfect for those looking for some awesome fishing, diving, or paddling. This community has it all including a marina, boat ramp, huge oceanside pool, spa, tennis courts, basketball court, bocce courts, ping pong, post office, convenience store and more!