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water at your back door

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February 2025
March 2025

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Exterior
Outdoor dining
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, free WiFi
Smart TV, printers

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Hot tub
  • Parking available
  • Washer
  • Pool
  • Barbecue grill
  • Air conditioning

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
    ‪6 min walk‬
  • Venture Key
    ‪6 min walk‬
  • Upper Sugarloaf Key
    ‪7 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪31 min drive‬

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

water at your back door

**We Have Everything You Need For A lovely Getaway**
We welcome you to our Beautifully Furnished 2 bedroom, 2 bath home located in Cudjoe Key Florida. (Also Known As Venture Out & It's Gated Community )
Located just 23 miles from downtown key west, with a 30 minute drive to either key west or marathon, This house Has direct ocean access for the serious fisherman & is located on a 60 ft Wide Canal, with a 35ft dock space at your backdoor & an outdoor cleaning station. Washer & Dryer available. The 2 bedrooms include 2 Queen size beds with both having access to the bathrooms.
Both bathrooms have stand up walk-in showers, Kitchen includes all the necessity's.
Living room has a sleeper sofa & a 55 inch smart Tv with over 5000 channels to choose from. The resort has a beautiful large Olympic size Swimming pool, or a area marked for swimming if you prefer salt water & snorkeling, hot tub, tennis courts, basketball court, Children's playground, Pool Tables, & a marina with two boat ramps, snacks & fuel. There is room to park one vehicle in the driveway at the property anything else is
** A VENTURE OUT REGISTRATION FEE**
**Per Registration for no more than 6 guest (MAX) ($125.00) payable at the gate upon arrival
via cash or credit card. This Fee is Paid directly to venture out;

Only one car is permitted at each unit. Transportation vehicles must fit in the driveway or will have to be moved into overflow parking for a small nightly fee. If you have an extra car you will need to park in the overflow parking lot and pay the appropriate nightly fee up to 14 days maximum pending availability.

There is no jet ski trailer parking available. Boat trailer parking may be available, subject to availability and for a fee. The rates are $5-$10 per night depending on size.
During your stay at this cottage, you're just a quick walk from Venture Out Keys. Features include an outdoor pool and a spa tub. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.
  • Air-conditioned cottage with kitchen, washing machine, and 2 bathrooms
  • Free WiFi
  • Take a swim in the outdoor pool or soak in the spa tub
  • Onsite recreation includes tennis courts and a playground
  • Within a 10-minute walk of Venture Out Keys and Venture Key
This cottage offers its guests an outdoor pool and a spa tub.

This Summerland Key cottage is smoke free.

Property manager

Jessica Smith 1(305)393-7006

Property amenities

Beach

  • Beach sunloungers

Pool/Spa

  • Outdoor pool
  • Heated pool
  • Fence around the pool
  • A hot tub

Internet

  • Free WiFi

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Lobster/crab pot
  • Electric kettle
  • Coffee/tea maker
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Sofa bed

Bathrooms

  • 2 bathrooms
  • Shower
  • Towels provided
  • Hairdryer
  • Soap
  • Toilet paper

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • Pool or billiards table

Outdoor areas

  • Patio
  • Barbecue
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Tennis on site

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

water at your back door Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 20 out of 33 reviews" "
Rating 8 - Good. 8 out of 33 reviews" "
Rating 6 - Okay. 2 out of 33 reviews" "
Rating 4 - Poor. 1 out of 33 reviews" "
Rating 2 - Terrible. 2 out of 33 reviews" "

9.4/10

Cleanliness

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Alex N.

Liked: Cleanliness
Paradise on a private canal.
Great house. Great neighbors. Close to pretty much anything you want.
Stayed 4 nights in Dec 2024

8/10 Good

Luis V., Miami

Liked: Cleanliness
Storm Vacation
Because of the storm we were locked into the house for two days that’s when we discovered that the TV in the master bedroom did not work, we tried going for a bike ride. One of the tires popped as soon as we tried to ride down the street aside from that, the place was very comfortable.
Stayed 5 nights in Aug 2024

4/10 Poor

Verified traveller

Liked: Cleanliness
Great place but boat docking not maintained
The place was as described, very clean and great air conditioner, which is needed in south Florida. More utensils, pots, pans, small appliances than you will ever need which is rare in a rental. The place is right on a canal with a place to keep your boat right at your back door. However, a bumper on the dock is missing with two large screws sticking out that caused significant damage to my paint and fiberglass. When the property owner or manager was notified of the damage his only reply was “sorry for your inconvenience.” It’s not an inconvenience it’s a lack of maintenance of the property that caused several hundred dollars of damage to my boat. This tells me that the owner/manager has no integrity and doesn’t care about my damage.
Stayed 6 nights in Jun 2024

6/10 Okay

Shane H.

Liked: Cleanliness
Short trip
Property was clean. This place is Much smaller than pics show. Tv is a pain to operate. Tv in bedroom did not work, light flickering when on in main bedroom and shower had NO pressure. Parking in driveway was for a compact car much to small for my truck (stuck out in the road). Living room fan is so low its dangerous especially walking out the bedroom. Neighbors were nice and helpful. Venture out is an awesome place to stay as a community. My 3rd year renting different houses here. Definitely wont rent this one again. For the price it was not a good deal especially since it was so small and off season!!!
Stayed 6 nights in Jan 2024

10/10 Excellent

Erik M.

Liked: Cleanliness
Great Host - Great Property
Overall Great Stay. Excellent Host and the property was great. Would highly recommend it.
Stayed 6 nights in Jul 2023

8/10 Good

Karen F., Ohio

Liked: Cleanliness
Girls trip to the Keys
The rental was the perfect size for the 4 of us, being right on the canal was a bonus. We had no problem finding the place and after a 5 minute check in at the gate where they explained the rules of the resort - which we didn't think were out of line - we were unpacking. The place was clean and the air conditioning was thankfully cold! From the rental we could easily get to activities in Marathon and Big Pine as well as all the fun in Key West. The host, Jessica was always available and quick to respond, we had a wonderful time and would stay here again
Stayed 5 nights in May 2023

10/10 Excellent

Megan A.

Liked: Cleanliness
Nice Getaway
Our family enjoyed this cute little cottage while exploring the keys. Everything was as advertised and communication with the owner was easy. We would definitely recommend.
Stayed 4 nights in Apr 2023

10/10 Excellent

Shaun M.

Liked: Cleanliness
Cute place
We had a great stay. Loved that both bedrooms had bathrooms. Its a beautiful property. All we need for our stay.
Stayed 6 nights in Mar 2023

10/10 Excellent

Jen T.

Liked: Cleanliness
Excellent
The house was cute, clean and in a great community. We loved it!
Stayed 5 nights in Mar 2023

8/10 Good

Kathy

Liked: Property conditions & facilities
Firstly, the communication and helpfulness of Jessica, the property manager, was excellent. We appreciated her. The house has been re-done recently, and worked well for us. The kitchen was great and well-supplied with utensils, and all the appliances work well. We felt we needed to re-wash all the dishes and wipe down other things in the kitchen before using it. Also, the floor wasn't the cleanest, I think they forgot to mop before. The laundry machines were greatly appreciated, and the showers are perfectly clean and new. Finally, the grounds are well maintained and it's a very nice pool area and picnic grounds.

10/10 Excellent

Verified traveller

Liked: Cleanliness
Great Stay!
Host was great!!
Stayed 4 nights in Feb 2023

10/10 Excellent

lynn z.

Liked: Cleanliness
very clean and safe community
very clean and safe community. It is quiet too. I cannot live in hotel because I cannot bear noise. This is a very quiet community. The house is clean too.
Stayed 4 nights in Feb 2023

10/10 Excellent

Mark G.

Liked: Cleanliness
Nice place.
House was much nicer than expected. Very clean. Property manager Jessica was awesome at check in & check out. She went out of her way to make sure that we felt welcome & taken care of.
Stayed 6 nights in Feb 2023

8/10 Good

Joan S., Olathe, KS (outside of Kansas City)

Liked: Cleanliness
Fantastic stay in Cudjoe Key
We (2 couples) had a wonderful time in Cudjoe Key/The Keys. Property was even better than described. It was perfect for us. Great views, comfortable and well stocked for us to cook the evenings we decided to stay in. We made use of the pool, hot tub, ping pong table and Pickleball court. Everything is very well maintained and everyone is very friendly. Property manager was really nice and helpful! We’re already planning to return next year!!
Stayed 5 nights in Feb 2023

10/10 Excellent

Ricky A.

Liked: Cleanliness
Got no yacht?
Aside from hot bedrooms and bathrooms (despite fan unit cooling), place was clean, tidy and cosy. Small by American standards, but acceptable for short stays. Resort has nice pool and spa and is aimed at the RV and boating community as a priority.
Stayed 4 nights in Dec 2022

10/10 Excellent

Glenda G., Henniker, NH

Liked: Cleanliness
5 day stay at venture out
Very much enjoyed place. Excellent communication and responses.
Stayed 5 nights in Dec 2022

2/10 Terrible

Justin L.

Summer trip
When we arrived check in was a breeze. We launched our boat put the trailer in storage. When we got to the house the inside temperature was 90 degrees. We unpacked our things and left when we came back it was still hot inside. We called to complain and the response we got that it’s just hot out and that the house will cool down. Well the whole week we stayed it never did at night time it would not get any cooler then 80 degrees and during the day it would stay around 90 degrees. We asked if they could send a A/C technician out and they said no that the A/C works fine. My father that has health problems had a hard time we went and bought fans to keep him comfortable but still didn’t help. The other thing is if you are over 6’ tall you won’t fit in the bathroom because of low ceilings. We had other issues with things to like the tv and parking.
Stayed 7 nights in Jul 2022

2/10 Terrible

william t.

Liked: Cleanliness
Was less then Satisfied
(Not allowed to post fee prices) Once you arrive the place is amazing, however the first thing you find out hours before arrival is an additional large fee that is not in listing, then as soon as you arrive, you find out there was no longer boat trailer parking available, which you pay for with your reservation and the closest available parking was 7 miles away for another large fee, the add said they did have available parking for significantly less, so there were more surprise fees, followed by the fact we came with 2 vehicles as well as the boat and trailer and the second vehicle was yet a another additional fee a day that was quite far away from the rented location. Then yet again got a ticket on my truck saying it’s to big for the only one included and that I’d have to pay yet another additional fee per day to park my truck (our main vehicle) so more fees which I did not accept and about had it at that point. The house was nice only real issue which was a very big issue was the ac, we came back from being on the boat everyday to 82 degree inside temperatures while set at 70. Called and had no solution to the problem after being told that someone would be sent to check it out, as well as the parking situation coming back with sorry we can’t help you. We didn’t pay 3xxx$ to have all these extra fees and not even having cold ac when we get back from burning offshore all day. For the price of all the extra fees we could’ve just got a nicer place with extra room and could’ve parked the trailer at the house itself along with our second vehicle and most likely would’ve had sufficient ac. And yet the last issue we ran into was we went to grill for the first time on our second night and propane ran out right after grill heated up and food was placed on the grill so had to take it off and cook all the food in the kitchen. Security employees were very rude and entitled and made our whole vacation a hassle and way less enjoyable then I’d have liked and planned for it to be. They were unhelpful and disrespectful.Definitely will not ever stay here again we made the best of it, but way over priced and should’ve never have all these issues. God forbid if we came on a strict budget once we paid the rental fee. This place isn’t for the faint of pocket, we came across over a thousand dollars in extra fees, fuel going back and forth to our trailer, our second vehicle, etc. not to mention the loss of sleep due to our house being over 80 degrees.
Stayed 6 nights in Jun 2022

8/10 Good

jeff B.

Liked: Cleanliness
1st visit to Cujo Key.
The first person we came upon was the female security guard. She was extremely rude, loud and obnoxious. Our first impression was that we made a terrible mistake. Secondly, the unclear advertising of the boat trailer parking. There was none and we had to call around and find a place to keep the boat trailer during our stay. We were not even allowed to park it at our rental overnight. The girl who opened our rental was nice enough but, we rented our place for a total of 6 days and 5 nights. With 4 people staying there, we were supplied with 2 rolls of toilet paper. 1/2 roll of paper towels, 1 pod of dishwashing soap and no laundry soap as advertised. We emailed the property manager and she never got back to us. Upon departure we left the kitchen clean and the dishwasher loaded but could not start it because we didn’t have a dishwashing soap we loaded all towels in the washer but couldn’t run it because there was no soap. I think the advertisement for these properties need to be realistic so people really know what they are paying for!
Stayed 5 nights in Jun 2022

10/10 Excellent

Monika G.

Liked: Cleanliness
Very nice.
Really enjoyed our stay and will be back!
Stayed 5 nights in Jun 2022

10/10 Excellent

Jeanne D.

Liked: Cleanliness
Great time!
Beautiful and safe place to stay!
Stayed 4 nights in Apr 2022

10/10 Excellent

John M., Illinois

Liked: Cleanliness
Great location for lower Keys
Nice location on scenic canal. Resort has good amenities, we enjoyed the patio area on the canal nightly. We used this location to enjoy the Lower Keys and Key West, simply more affordable.
Stayed 4 nights in Mar 2022

8/10 Good

Chris W.

Liked: Cleanliness
Nice Florida location!
The place was exactly as described. Jessica, the property manager, was very responsive with communication and pleasant to work with. Very thankful she meet with us upon checkin and went over the TV, because it would have been challenging to figure out on our own. The area is secure and the neighbors were friendly and quiet. Kitchen was well stocked. We didn't try out the pool, so not sure how that is. Very close to Key West and not far from middle keys as well. Enjoyed our stay!
Stayed 4 nights in Mar 2022

10/10 Excellent

Stephanie E.

Liked: Cleanliness
Just what we needed
My family and I (ages 18, 20, 20, mid 40’s) stayed 5 nights at this quaint, tropical abode. It was very easy to communicate with Jessica, the host. The home was well-cleaned and had more than an abundance of blankets, towels, etc. But what was amazing is that the kitchen had almost anything you would want to prepare meals, inside or out. The beds were very comfortable, as well as the pull-out sofa. It was helpful to have 2 bathrooms for 5 people and the bathrooms were very clean. We enjoyed the light-up toilet lights for night time. Shower pressure was great too. The canal-side patio was so neat and we even caught a few snapper right from the patio. It was an easy walk down to the association’s outdoor pool, which was nice and warm. Our adult kids enjoyed the hot tub each night. The guys did some fishing from the edge of the Tiki pier. We will definitely keep this property on the list for the future!
Stayed 5 nights in Mar 2022

10/10 Excellent

Therese G.

Liked: Cleanliness
Cudjoe Key Luxury
Five Star. Comfortable. Clean. Well appointed. Bright. Morning sun off patio. Enjoyed a run/walk/ salt water swim every morning. Safe. Friendly neighbors. Would go back tomorrow!
Stayed 14 nights in Feb 2022