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Waterfront Home

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Enjoy stunning ocean views from the balcony of this beachfront property, featuring a spacious living area with large windows and comfortable outdoor seating.
Relax in this inviting living room with a sofa, armchairs, and a coffee table.
Relax by the pool surrounded by palm trees and lounge chairs.
Relax in this inviting living room with a sofa, coffee table, and comfortable chair.
Sit by the water's edge on a bench overlooking the calm sea.

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 4816 sq ft

Popular amenities

  • Pet-friendly
  • Dryer
  • Washer

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

Add dates for prices

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

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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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation
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

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

We should mention

A car is recommended for transportation to and from this property

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

About the area

Map
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 Intl. Airport (EYW) - 31 min drive

Restaurants

  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Square Grouper Bar & Grill - ‬3 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬9 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 20 lbs per pet.

What time is check-in at Waterfront Home?

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Home?

Check-out 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 Florida Keys Beaches are also within 6 mi (10 km).

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Waterfront Home Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 96 out of 167 reviews
Rating 8 - Good. 45 out of 167 reviews
Rating 6 - Okay. 13 out of 167 reviews
Rating 4 - Poor. 11 out of 167 reviews
Rating 2 - Terrible. 2 out of 167 reviews

8.0/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

2.0/10

Eco-friendliness

Reviews

10/10 Excellent

Charles N.

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

Chuck

Great price great location
Stayed 3 nights in Apr 2025

8/10 Good

Sharon K.

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

Nice place

Good
Stayed 8 nights in Mar 2025

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

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

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

8/10 Good

Verified traveller

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

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

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

6/10 Okay

Sylvain S.

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

Correct no more

Poor cleanliness
Stayed 3 nights in Dec 2024

4/10 Poor

Tina E.

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

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

8/10 Good

Verified traveller

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

Justyna J.

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

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.

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

8/10 Good

Carol S.

Relaxing

So relaxing, great fishing but beds were very uncomfortable
Stayed 5 nights in Apr 2019

10/10 Excellent

Dawn C.

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

8/10 Good

Orsolya S.

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

Great short getaway

Loved the location and amenities (not the $125 extra), house was ok for the price could have been cleaner. Easy check in, good communication. Thank you!
Stayed 4 nights in Sep 2023

10/10 Excellent

art m.

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

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

Lynn S.

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

Quiet well stocked kitchen. Comfortable bed. Easy walk to the pool and shoreline.

Very good experience. The $$ to Venture Out was not included in the rental cost and fees for use of the amenities.
Stayed 2 nights in Feb 2023

10/10 Excellent

Paula F., Kerrville, TX, USA

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

Most enjoyable 4 night stay

The house was very clean and well stocked. The Venture Out subdivision was well maintained and secured via gate and manned security. Our mornings were relaxing sitting in screened porch overlooking the canal. The bayside tiki huts and views were relaxing. Breeze and full moon added to an excellent stay. Thank you!
Stayed 4 nights in Apr 2023

10/10 Excellent

jill b.

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

Family Vacation

Perfect for a family of 4 with two teens. Could easily accommodate a boat on the dock right outside the door. Very secure and safe resort. Great community pool. Could use some small improvements to doors, fixtures and lighting. Beds were comfortable and plenty of linens.
Stayed 4 nights in Dec 2020

8/10 Good

Scott I.

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

Nice stay not perfect but Nice

The house was nice. The one bedroom was tight to get around in. The bed needed repairs but they sent a guy over to fix it. Overall it was a good location. Could use some updating but it was clean and kept us cool.
Stayed 6 nights in Apr 2023

10/10 Excellent

Verified traveller

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

Nice place

After reading the past reviews, we were a little concerned about what we may be walking into. After we arrived we realized that either the cleanliness issue mentioned in prior reviews were taken care of or were not picky/petty. We had no issues with the place whatsoever. If you’re looking for a 5star Taj Mahal place, this is not it. If you’re looking for a decent size place for 4 adults in a nice community then this is it.
Stayed 3 nights in Feb 2024

8/10 Good

Peter B.

Clean and Quiet!!

We had a great time staying at this rental. It's in the Venture Out community and were amazed at how quiet it was. It's a short drive to Key West and has a nice screen-in porch overlooking the canal. The only problem we had was with the wifi - it required a download of software to my phone and I chose not to do that. Otherwise I would have given 5 stars.
Stayed 3 nights in Mar 2019