Entire home

Waterfront Home

Waterfront cottage with kitchen and balcony

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Overview
Amenities
Policies
Location

Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

Pet friendly
Dryer
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

Room options

About the neighborhood

Summerland Key

This cottage places you within a 10-minute stroll of Venture Out Keys and Venture Key. The cottage includes a kitchen, a balcony, and a refrigerator.

View more Cottages in Summerland Key

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

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.

The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Ocean view
Pool
Kitchen
Washer

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

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

This property welcomes pets
Dogs only
2 total (20 lbs is the maximum weight per pet)
Restrictions apply
For more information, guests can reach out to the property at the number on the booking confirmation
Service animals exempt from fees
Note from host: $100 pet rent

Children and extra beds

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

Check-in: 3:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher and a smoke detector.

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

What's there to see around this cottage?

This cottage in Summerland Key is within a 10-minute walk of Venture Out Keys, Venture Key, and Out Key. You'll also find Upper Sugarloaf Key and Upper Sugarloaf Sound within a short drive.

Will I be able to park at this cottage?

No, there isn't parking available at the cottage.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is a hot tub.

What amenities will couples enjoy at Waterfront Home?

Amenities that appeal to couples at this waterfront cottage include a kitchen as well as tennis and a heated pool.

Does Waterfront Home have a hot tub?

Yes, guests can enjoy a spa tub at this cottage.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

Does this cottage have connecting rooms?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 21.3 mi away (31 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.2 mi away (42-minute drive).

Can I book a room with a balcony at Waterfront Home?

Yes, every accommodation at Waterfront Home comes with a balcony with some featuring water views.

Waterfront Home Reviews

8.6

Excellent

7.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

6/10 Okay

Maryann G.

Sep 14, 2025

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

norberto r.

Sep 2, 2025

Disliked: Cleanliness

Property is outdated. Furniture is old, smelly and on the verge of breaking. We had no hot water, slightly warm at best. Went to use the washer and it looked like it hadn't been used for some time. It was dirty inside and it didn't work. Checked breakers but nothing. Outside was dirty, cracked vinyl, no dock bumpers or fenders. Just the concrete slab and cletes. The area was perfect, people were fine but the property was disappointing.

Stayed 5 nights in Aug 2025

8/10 Good

Georgiana V.

Aug 27, 2025

Liked: Cleanliness

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.

Aug 12, 2025

Liked: Cleanliness

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

4/10 Poor

Codee A.

Aug 5, 2025

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.

Jul 7, 2025

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.

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

8/10 Good

Gabby C.

Jun 22, 2025

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.

Jun 16, 2025

Venture out

Venture out resort is a great vaca spot

Stayed 3 nights in Jun 2025

8/10 Good

Bill W.

May 16, 2025

Good for boating!!

Very good place

Stayed 4 nights in May 2025

10/10 Excellent

Charles N.

Apr 17, 2025

Liked: Cleanliness

Chuck

Great price great location

Stayed 3 nights in Apr 2025

8/10 Good

Sharon K.

Apr 16, 2025

Liked: Cleanliness

Nice place

Good

Stayed 8 nights in Mar 2025

6/10 Okay

Sandy B.

Mar 20, 2025

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.

Mar 11, 2025

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

Mar 9, 2025

Stayed 15 nights in Feb 2025

10/10 Excellent

Glenn N.

Mar 7, 2025

Liked: Cleanliness

Keys Visit

All was good. Exactly as expected, clean, organized.

Stayed 3 nights in Feb 2025

10/10 Excellent

Beth B.

Mar 4, 2025

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

Feb 25, 2025

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.

Jan 24, 2025

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.

Dec 16, 2024

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

Dec 11, 2024

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.

Dec 9, 2024

Stayed 13 nights in Nov 2024

6/10 Okay

Sonny

Oct 28, 2024

Disliked: Cleanliness, property conditions & facilities

Well where do we start. When you first walk in you walk through the spare bedroom. , the house smelled like a mix of cigarettes and dog, everything is pretty much dirty and stained, if you bring a boat be ware that they don’t have any bumpers it’s solid concrete and only have two cleats. The cooking utensils are very old, couches are full of stains as are the ceilings , walls, casings, etc. I don’t believe there’s any money put back into this rental unit. Was disappointed to say the least

Stayed 7 nights in Oct 2024

10/10 Excellent

William G.

Aug 20, 2024

Liked: Cleanliness

Stayed 8 nights in Jun 2024

10/10 Excellent

art m.

Aug 16, 2024

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