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Venture Out 2 Bedroom

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Photo gallery for Venture Out 2 Bedroom

A residential area with houses, a marina, and a blue truck parked in front of a house with a sloped roof.
A single-story building with a sloped roof, large windows, and a small porch.
A kitchen with white cabinets, a microwave, stove, and a sink.
A spacious living area with a sofa, coffee table, and dining table. A kitchen with white cabinets and a refrigerator is visible in the background.
A bright kitchen with white cabinetry, a dining table with chairs, and large windows with blinds.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Hot tub
  • 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
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Room options

About the neighborhood

Summerland Key

Venture Out 2 Bedroom places you within a leisurely stroll of Venture Out Keys and Venture Key.

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Florida Keys Beaches - 8 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Boondocks Grille & Draft House - 10 min drive - 7.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 min drive
  • ‪Square Grouper Bar and Grill - ‬4 min drive

About this property

Venture Out 2 Bedroom

Our cute, comfortable and cozy 2 bedroom 1 bath cottage is located in beautiful Venture Out just 19 miles to Key West and a 9 minute drive to the world famous Bahia Honda Beach. The unit offers a queen bed, a full bed, fully stocked kitchen with dishwasher, Keurig coffee maker, outside gas grill , washer and dryer in unit. The unit is spacious and bright with a very large outside deck for entertaining. Free WIFI and a 55 inch smart TV. We are pet friendly. Have a boat or extra car? We have options for your boat, trailer, and extra car within ½ mile of Venture Out with no extra fees!
Venture Out offers many activities such as tennis, basketball, bocce ball, pickle ball, playground and a recreation hall with free WIFI, lending library, ping pong and games. On site is fuel, a marina store and boat ramp. There is also an amazing 80 foot in length heated swimming pool and hot tub. Only a short walk to the county bus stop. 7 day minimum required.
The community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in tax. This fee is not included in your reservation.
Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a kitchen, a washing machine, and a patio.

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  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Contactless check-out available

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

Guest who made reservation must also occupy the unit for the entire stay. No more than 4 guests in unit.

Pets

  • This property welcomes pets
  • Dogs and cats only
  • 2 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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
Safety features at this property include a fire extinguisher, a smoke detector, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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: 4:00 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.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • 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, a smoke detector, and a first aid kit.

Frequently asked questions

Does Venture Out 2 Bedroom include a casino on the premises?

No, Venture Out 2 Bedroom doesn't have a casino.

Does Venture Out 2 Bedroom have a restaurant that serves breakfast?

No, Venture Out 2 Bedroom doesn't have a restaurant that serves breakfast.

Will Venture Out 2 Bedroom allow pets to stay free of charge?

Although cats and dogs can't stay for free, they are welcome at Venture Out 2 Bedroom.

What is the closest airport to Venture Out 2 Bedroom?

The closest major airport to Venture Out 2 Bedroom is Key West Intl. Airport (EYW), which is 21.6 mi away (31 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.6 mi away (38-minute drive).

Venture Out 2 Bedroom Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 13 out of 16 reviews
Rating 8 - Good. 3 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.8/10

Cleanliness

Reviews

Verified review

8/10 Good

Kenneth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host very attentive.
Stayed 75 nights in Jan 2026
Verified review

10/10 Excellent

Laura C.

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

Great Stay!

We had a great stay! The house had everything we needed and was really convenient to all we were there to do. Would stay again!
Stayed 8 nights in Dec 2023
Verified review

10/10 Excellent

Douglas W.

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

Great Getwaway

Convenient location, lots of amenities. Way better than a hotel!
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

Gregg G.

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

keys get away

Location is perfect, close to Key West as well as other keys. Shopping close by as well
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Amy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tracie is very communicative, genuinely interested in the property being clean and in good condition for guests, and she is very responsive when issues arise.
Stayed 6 nights in Dec 2025
Verified review

10/10 Excellent

Deanna L.

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

Florida Keys Getaway

We enjoyed the house and the gated community it was in. Everyone was very friendly and helpful! The back deck is great for morning coffee and relaxing in the evening! We found several places close by to eat that had great food. Very nice heated pool in the park.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Michele M.

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

Great area

This property had everything we could ask for. We had a minor issue our first night (no fault of the host) but the host responded immediately to help us get it fixed. Great experience!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

robert J.

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

great stay

The living room and kitchen were large and comfy, huge back deck, both bedrooms were a good size. The home was well stocked for our needs. Enjoyed sitting on the back deck at night, it was very quite,private and peaceful. Everyone you pass in VO has a smile and a wave for you. it was a great stop for us.
Stayed 5 nights in Feb 2025
Verified review

10/10 Excellent

Dave M.

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

Venture Out

Exceeded expectations!!
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Elena M.

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

perfection!

the property is new and comfortable, & the location is amazing, with boat access and an ocean-pool (goggles are a must so you can see the lobsters, shrimps, & stingrays hanging out along the walls!). there are plenty of sandy beaches within a 20 minute drive of the property. our host was lovely, very easy to communicate with, & went out of her way to accomodate us. i can’t wait to stay here again!!
Stayed 5 nights in Jul 2024
Verified review

8/10 Good

Lori S.

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

Vacation for 5 days.

We enjoyed our stay. The deck was great! Would love to see a Jacuzzi on the deck.The door locks were not easy to lock. That we diffidently didn't enjoy.There was a lot of ants every time we cooked. Other than that, it was a nice place to stay.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Rick F.

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

Hi

Nice
Stayed 7 nights in Mar 2024
Verified review

8/10 Good

James M.

Liked: Cleanliness, check-in, communication, listing accuracy
The host was very good at communication and the house was clean. The neighborhood was very busy as it’s in a gated little tight community. There was anything from small modular homes, to campers to raised up small home and empty lots. Some very well maintained and some not so well. It was a nice house and great for those who travel and don't spend time outside at the house as you only had the back deck. We spent most of our time away from the house enjoying the area. The house had a great amount of accommodations with a full kitchen, laundry and all the lines.
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Troy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our 3rd year in a row renting this great home. It's one of the best priced & clean units we found on Cudjoe Key that is also pet friendly. Tracie the host & she is absolutely amazing. She always responds within 1 or 2 minutes of any request and is always happy to help accommodate you and make you feel comfortable with your stay. She is one of the main reasons we continue renting this place every year on Cudjoe Key. You will love it.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

David H.

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

Cheap for the area

It was fine. The neighbor was very hateful.!
Stayed 6 nights in Mar 2024