See all properties
Entire home

Relaxing Home in gated community

Choose dates to view prices

Photo gallery for Relaxing Home in gated community

A beach with pebbled ground, thatched umbrellas, a lifebuoy, and a clear sky.
A compact kitchen with white cabinets, a black countertop, and a dining area with a round table and chairs.
A kitchen with white cabinets, a double oven, a microwave, a sink, and a refrigerator.
A covered porch with four wicker chairs and a table, overlooking a street with palm trees and a white van.
A single-story mobile home with a number '316' on the side, a small porch, and a vehicle parked in front.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

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

Relaxing Home in gated community places you within a 10-minute 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
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles
  • Big Pine Key Flea Market - 15 min drive - 11.4 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬18 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪The Bent Prop - ‬7 min drive

About this property

Relaxing Home in gated community

This 2 bedroom, one bath home is located in Venture Out on Cudjoe Key, FL. 23 miles outside of Key West!. Venture Out is a gated community that features, community pool, hot tub, tennis courts, basketball court, a private ramp, unit is 85 yards from ramp, easy for lunching kayaks. This unit was built in 2017. There is a dishwasher, grill, TV and free WIFI. The unit includes 2 adult bikes, 2 person Kayak and Paddle board at no extra charge.

ATTENTION: 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. Also, there are fees for more than one car or trailer storage. Overflow parking is first come, first served basis.
Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a kitchen, a washing machine, and a patio.

Similar properties

Property grounds
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
9.8 out of 10, Exceptional, 16 reviews
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Rules

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
Safety features at this property include a fire extinguisher and a smoke detector
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: 11:00 AM

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 and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

Does Relaxing Home in gated community feature a casino at the property?

No, Relaxing Home in gated community doesn't have a casino.

Does Relaxing Home in gated community have a restaurant with a breakfast menu?

No, Relaxing Home in gated community doesn't have a restaurant that serves breakfast.

Does Relaxing Home in gated community allow pets to stay for free?

No, pets aren't allowed at Relaxing Home in gated community.

How far is the airport from Relaxing Home in gated community?

The closest major airport to Relaxing Home in gated community is Key West Intl. Airport (EYW), which is 21.2 mi away (31 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.1 mi away (42-minute drive).

Relaxing Home in gated community Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 34 out of 38 reviews
Rating 8 - Good. 3 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 1 out of 38 reviews

10/10

Cleanliness

10/10

Staff & service

8.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Charly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The neighborhood was very nice
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place good location.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Deborah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great!
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

Susan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was clean. The fridge had water when I arrived which was nice.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Mickey E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host have been fantastic every time we stayed there. The unit has everything that needed for a great vacation.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Sarah F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely ideal--- place all to yourself for the cost of a hotel room, or perhaps even less. Just a few minutes to everything on Cudjoe/Summerland/Ramrod Keys and the community is super quiet. 30 minutes to Key West. Definitely will be back when heading to the Keys again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Amy G.

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

Fantastic stay

Cute place. Comfy and cozy. Cant wait to come back.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Gayle S.

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

Great place!

This worked great for our family of four and was very close to the pool.
Stayed 6 nights in Mar 2023
Verified

10/10 Excellent

Penny T.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Venture Out stay

Great Cuommunity, Will stay again. We all loved the pool and hot tub too.
Stayed 5 nights in May 2025
Verified

8/10 Good

Darcy V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really comfortable place, nice space, good AC, spacious kitchen. Everything you would need for a comfortable stay. Didn't need/use bikes or kayak or paddleboard but a nice feature to have. Would certainly come again.
Stayed 6 nights in Sep 2025
Verified

10/10 Excellent

David D.

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

Nice stay at Venture Out

Good location near Bahia Honda park one of our favorite places in the Keys. Close to Key West for a day trip. Double kayak was a very nice plus.
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Tonya R.

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

Warm and wonderful

Venture Out is a warm welcoming area. We have stayed here several times and always have a great experience.
Stayed 12 nights in Dec 2022
Verified

10/10 Excellent

Susan P.

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

Great Place

We stayed for a week and had a wonderful time. Great location. Everything I needed was supplied except for an iron. We would definitely stay here again.
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Cecily B.

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

Fantastic Getaway with a Great area

We had a great time! The host was great and communicated well. The entire home was wonderful and felt like home. We got to enjoy the pool, the view, and lots of shopping close by! You will love it too!
Stayed 10 nights in Jul 2024
Verified

10/10 Excellent

Chelsea S.

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

Great trip to the Keys!

Wonderful property exactly as pictured. The beds were super comfortable, kitchen fully stocked, convenient location. The complex was also very clean and safe. Owners always responded quickly to our questions. Would 100% stay here again.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Micheale P.

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

Wonderful place to stay

This was my 2 nd stay in Venture out 316. Love the location, the house is clean, in good repair and has everything you need. The owner are very responsive to any questions. Won’t hesitate to stay here a third time!!
Stayed 5 nights in Nov 2023
Verified

10/10 Excellent

Renee B.

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

Thanksgiving and late anniversary vacation stay

Timely communication, friendly and informative staff at guard gate and community store, even opened on Thanksgiving. Two person kayak and 2 bikes provided at home was a plus. Great location, secure and quiet community.
Stayed 5 nights in Nov 2024
Verified

10/10 Excellent

Brandee B.

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

awesome place

Loved the stay here. The home was perfect for us. Comfortable and clean. Venture out was an awesome and safe community. Everyone was so friendly. The pool, hot tub, and snorkeling area was so much fun. If we come back to the Keys we would definitely stay here again.
Stayed 8 nights in May 2024
Verified

10/10 Excellent

Mary P.

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

Great time

Great
Stayed 6 nights in May 2023
Verified

10/10 Excellent

Tammy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay at this property in the Venture Out Community. The location was conveniently near the Community Store where the clerk was friendly and knowledgeable about the area. Easy check-in and check-out. Alain was very prompt in answering the few questions we had. The layout of this quiet home was comfortable with the open kitchen in the middle. Well-stocked with supplies and amenities. Excellent WiFi. Would stay here again.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Tara R.

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

Venture Out Key West

Awesome
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Jennifer F.

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

Perfect size for a family of three! 25min to Key West!

Wonderful covered porch, we even sat out there when it rained! Clean, great layout (bedrooms are on opposite ends!) Close enough to Key West to go daily, but yet affordable. Little convenient store came in handy when we need something. Great restaurants around! Overall, we would stay there again!
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Mickey E.

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

Paradise Found

The property was absolutely perfect for my wife and I. It's very well located in the Venture Out community. Really loved the big couch and TV in the den, and the king size bed slept incredibly. We will go back!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Victoria P.

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

Our Adventure at Venture Out

This was our 2nd stay in Venture Out and it was a lovely week. The villa was very comfortable and nicely done! The park is very clean and beautiful with lots of amenities! We will be back!
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Paula S.

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

Fantastic

We enjoyed our time at Venture Out in this lovely home. The bikes, kayak, and paddle board were a bonus. The place had everything we needed, was nicely kept, and beds were comfortable. We were only 30 minutes from Key West. We also enjoyed the various activities at Venture Out.
Stayed 7 nights in Mar 2023

More to Explore