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Waterfront Home

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Photo gallery for Waterfront Home

Terrace/patio
A heated pool
Beach
TV, DVD player, table tennis, books
TV, DVD player, table tennis, books

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

  • Hot Tub
  • Pet friendly
  • Dryer
  • Washer
  • Pool

Explore the area

View in a map
Cudjoe Key, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪8 min drive‬
  • Florida Keys Beaches
    ‪10 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Room options

About the neighborhood

Summerland Key

Oceanside stay.Within a 10-minute walk of the cottage, you'll find Venture Out Keys and Venture Key. Also, Out Key is within half a mile (1 km) and Upper Sugarloaf Key is within 6 miles (10 km).
View more Cottages in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 4.8 miles
  • Florida Keys Beaches - 10 min drive - 5.1 miles
  • Sugarloaf Beach - 22 min drive - 11.7 miles
  • Bahia Honda State Park - 30 min drive - 20.6 miles
  • Duval Street - 44 min drive - 28.4 miles

Getting around

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

Restaurants

  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk

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 manager

Susan Rich

Languages

English

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Car recommended

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
  • 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
  • 2 pets total (up to 20 lbs per pet)

Suitability/Accessibility

  • 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

  • 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

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

Rules

Maximum Occupancy Strictly enforced (4 max, including children)

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 20 lbs per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees
  • 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 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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

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

Frequently asked questions

How close is Waterfront Home to the airport?

This cottage is 21.3 mi (31-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Waterfront Home have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is Waterfront Home to the beach?

This cottage is 4 mi (8-min drive) from Florida Keys Beaches and 11 mi (21-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Waterfront Home offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Waterfront Home?

No, there is no casino at this cottage.

What time is check-in at Waterfront Home?

Check-in begins at 3:00 PM.

Is there free parking at Waterfront Home?

Free parking is not available at this cottage.

Does Waterfront Home have a pool?

Yes, there's a heated pool.

Does Waterfront Home have a spa?

There are no spa services available at this cottage.

How close is Waterfront Home to downtown Summerland Key?

This cottage is 1.9 mi away from Summerland Key.

Waterfront Home Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 96 out of 168 reviews
Rating 8 - Good. 45 out of 168 reviews
Rating 6 - Okay. 13 out of 168 reviews
Rating 4 - Poor. 12 out of 168 reviews
Rating 2 - Terrible. 2 out of 168 reviews

8.0/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

Reviews

4/10 Poor

Codee A.

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

4/10 Poor

loana a.

Disliked: Cleanliness

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.
Dirty sink stopper.
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
Filthy
Dirty oven
Stayed 8 nights in Jun 2025

8/10 Good

Gabby C.

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

Edward D.

Venture out

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

8/10 Good

Bill W.

Good for boating!!

Very good place
Stayed 4 nights in May 2025

10/10 Excellent

Charles N.

Liked: Cleanliness

Chuck

Great price great location
Stayed 3 nights in Apr 2025

8/10 Good

Sharon K.

Liked: Cleanliness

Nice place

Good
Stayed 8 nights in Mar 2025

6/10 Okay

Sandy B.

Disliked: Cleanliness

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

CAROLINE L.

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

Andrea M., Iron Mountain, MI

Stayed 15 nights in Feb 2025

10/10 Excellent

Glenn N.

Liked: Cleanliness

Keys Visit

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

10/10 Excellent

Beth B.

Liked: Cleanliness

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

Amy Q., Downingtown

Liked: Cleanliness

Great location

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

4/10 Poor

Tina E.

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

8/10 Good

David C.

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

Verified traveler

Liked: Cleanliness

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

Daniel M.

Stayed 13 nights in Nov 2024

10/10 Excellent

William G.

Liked: Cleanliness
Stayed 8 nights in Jun 2024

10/10 Excellent

art m.

Liked: Cleanliness

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

Christie O.

Liked: Cleanliness
Stayed 4 nights in Jul 2024

6/10 Okay

Susan C.

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

Patty B., Palm Beach Garden,Fl

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

10/10 Excellent

Susan W.

Liked: Cleanliness

Great property

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

10/10 Excellent

Ronald K O., Vero Beach, USA

Liked: Cleanliness

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

8/10 Good

Anthony F.

Liked: Cleanliness

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