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Waterfront Home

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Terrace/patio
Fridge, microwave, oven, stovetop
Property grounds
Beach
Dining

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪37 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 KeyOpens in a new window

What's nearby

  • Florida Keys Beaches - 7 min drive - 4.4 miles
  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Lower Sugarloaf Sound - 12 min drive - 7.6 miles
  • National Key Deer Refuge Visitor Center - 16 min drive - 11.1 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

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 Smart TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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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
  • 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

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

  • 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 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
  • 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.

Additional information about polices, regulations, and more:

  • There are no elevators.

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 Florida Keys Beaches and Upper Sugarloaf Key within a short drive.

How much does it cost to stay at Waterfront Home?

As of Mar 5, 2026, prices found for a 1-night stay for 2 adults at Waterfront Home on Mar 12, 2026 start from $454, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.

Is Waterfront Home a good place to stay for couples?

Amenities that appeal to couples at this waterfront cottage include a kitchen and a smart TV along with tennis.

Are there hot tubs at Waterfront Home?

Yes, this cottage has a spa tub.

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, there aren't connecting rooms at this cottage.

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

Reviews

8.6

Excellent

Rating 10 - Excellent. 100 out of 178 reviews
Rating 8 - Good. 48 out of 178 reviews
Rating 6 - Okay. 15 out of 178 reviews
Rating 4 - Poor. 13 out of 178 reviews
Rating 2 - Terrible. 2 out of 178 reviews

7.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

8/10 Good

Karen H.

Liked: Cleanliness
Clean, great view, wonderful porch, comfortable bed
Stayed 5 nights in Jan 2026

10/10 Excellent

Jonathan M.

Stayed 10 nights in Dec 2025

10/10 Excellent

Thomas B.

Liked: Cleanliness
Place was as advertised! We LOVE Venture out! There are park rules but if you follow them, you become family! Home was stocked and clean. Screened in back patio was a nice touch! Would stay in this unit again!
Stayed 4 nights in Dec 2025

6/10 Okay

Lyndon B.

Disliked: Cleanliness
The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space.
Stayed 7 nights in Nov 2025

10/10 Excellent

Living The Life O.

Liked: Cleanliness
Stayed 7 nights in Aug 2025

10/10 Excellent

SHARI G.

Liked: Cleanliness
I cleaned before we left. I have towels in the wash and I left laundry soap. What I washed is put in closet.
Stayed 5 nights in Oct 2025

6/10 Okay

Maryann G.

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.

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.

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.

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.

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

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