See all properties
Entire home

Waterfront Home

Choose dates to view prices

Photo gallery for Waterfront Home

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

Reviews

8.8 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, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪39 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

  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Florida Keys Beaches - 7 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles
  • National Key Deer Refuge Visitor Center - 16 min drive - 11.8 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Bent Prop - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬3 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.

Similar properties

Kayaking
Sunshine Key RV Resort & Marina
Big Pine Key
  • Pool
  • Kitchen
  • Pet friendly
  • Air conditioning
8.8 out of 10, Excellent, 166 reviews
Sunshine Key RV Resort & Marina

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 Jun 11, 2026, prices found for a 1-night stay for 2 adults at Waterfront Home on Jun 23, 2026 start from $425, 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.

Is parking available on site at Waterfront Home?

No, this cottage doesn't offer parking.

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 and a smart TV along with a hot tub.

Does Waterfront Home have a hot tub?

No, but guests can enjoy a heated pool 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 Waterfront Home have connecting rooms available?

No, there aren't connecting guestrooms 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).

Are there rooms with balconies that I can book at Waterfront Home?

Yes, every cottage at Waterfront Home comes with a balcony and some offer water views.

Waterfront Home Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 107 out of 187 reviews
Rating 8 - Good. 49 out of 187 reviews
Rating 6 - Okay. 15 out of 187 reviews
Rating 4 - Poor. 13 out of 187 reviews
Rating 2 - Terrible. 3 out of 187 reviews

8.0/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

8/10 Good

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, great view, wonderful porch, comfortable bed
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Thomas B.

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

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
Verified

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
Verified

8/10 Good

Bill W.

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

Good for boating!!

Very good place
Stayed 4 nights in May 2025
Verified

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
Verified

6/10 Okay

Lyndon B.

Liked: Check-in, location, listing accuracy
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
Verified

8/10 Good

Verified traveler

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

Great place to stay

Needs a little maintenance but a great place and location to stay!
Stayed 7 nights in Feb 2022
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

SHARI G.

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

8/10 Good

Doug R.

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

Great stay

Great location. Can’t beat the price, location, and propety.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Charles N.

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

Chuck

Great price great location
Stayed 3 nights in Apr 2025
Verified

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
Verified

8/10 Good

Sharon K.

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

Nice place

Good
Stayed 8 nights in Mar 2025
Verified

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
Verified

10/10 Excellent

Debra T.

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
Verified

10/10 Excellent

Susan W.

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

Great property

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

8/10 Good

Kenny P.

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

Awesome place thanks much

Would definitely come back!!!!
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Stephanie R.

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
Verified

10/10 Excellent

Justyna J.

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

Enjoyed the community too

Nice pool too
Stayed 4 nights in Apr 2023
Verified

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
Verified

10/10 Excellent

Arielle B.

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
Verified

8/10 Good

kathleen m.

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

Good stay

Location was good. House was stocked with everything needed and beds were comfortable. Had a really nice weekend.
Stayed 3 nights in Mar 2023

Hotels

Flights