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SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A marina with boats docked, a white building with a covered deck, and palm trees.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A sign for 'Venture Out' with a gravel path and bushes in front.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
The current price is $494
$445 nightly
$494 total
Total with taxes and fees
Nov 16 - Nov 17

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
    ‪9 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Room options

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About the neighborhood

Summerland Key

With a stay at this vacation home in Summerland Key, you'll be by the sea, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This vacation home is 5 mi (8 km) from Boondocks Grille & Draft House and 8.3 mi (13.4 km) from Lower Sugarloaf Sound.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.8 miles
  • Florida Keys Beaches - 8 min drive - 4.8 miles
  • Upper Sugarloaf Sound - 9 min drive - 5.6 miles
  • Boondocks Grille & Draft House - 11 min drive - 7.5 miles
  • Lower Sugarloaf Sound - 12 min drive - 7.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 33 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬20 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 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.

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

***NEVER RENTED BEFORE!!
Be one of the first to stay in our newly renovated home! With a 35' Seawall for docking your boat or water toys, this can be your 2 bedroom 2 bath waterfront getaway in Cudjoe Key!! Ocean views from every room in the house. Located in the lower Florida Keys at MM# 23 only 19 minutes to Key West. Our home is in the gated community of Venture Out. *Sleeps 6 guests*2 Full Bath* WiFi* * TV * A/C & heat *Fully equipped kitchen*Dishwasher*Stove & self clean oven* Refrigerator/freezer with ice maker*Microwave* Blender* Toaster oven* Service for 12* All eating utensils, bake & cookware*Keurig & 12 cup coffee maker* New King, queen & queen sofa sleeper*Brand New Amenities including propane grill, 4 Bikes & 2 two-person Kayaks **COMMUNITY AMENITIES: Olympic size heated Pool, kiddie pool, HotTub, Marina, Boat Ramp, fuel docks, fish filet station, boat wash down station, Children's playground, Convenience Store, Recreation hall with darts, pool table & ping pong. Daily activities-- pick up monthly schedule at the guard booth.Tennis, Pickleball, basketball, Bocce ball, library, church services, post office. Too much to list!
**FREE PARKING FOR 1 VEHICLE IN OUR DRIVEWAY
***WE ARE SMOKE FREE AND PET FREE***
***ONE TIME ENTRANCE FEE $125. PAID UPON ARRIVAL AT GUARD BOOTH OR REGISTRATION OFFICE. ***
*Parking for 1 additional car and/or 1 boat trailer in the overflow parking lot for an additional fee. Overflow parking is on a first come first served basis & is not guaranteed. There are 2 outdoor cameras. 1 facing the driveway and 1 facing the dock.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Bicycles
  • Heated pool
  • Kayak

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
  • First aid kit

General

  • Bicycles

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 23

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

ONE TIME ENTRANCE FEE $125.00 PAID UPON ARRIVAL AT THE REGISTRATION OFFICE OR GUARD BOOTH.
There are 2 outdoor cameras. 1 facing the driveway and 1 facing the dock.

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 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 and a first aid kit
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

This property does not have elevators

Property is also known as

Vrbo Property
Ocean Paradise AT Venture OUT + 4 Bikes 2 2 Person Kayaks

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 84 out of 99 reviews
Rating 8 - Good. 10 out of 99 reviews
Rating 6 - Okay. 3 out of 99 reviews
Rating 4 - Poor. 1 out of 99 reviews
Rating 2 - Terrible. 1 out of 99 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, wonderful hosts!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great time will be back!!
Stayed 12 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house in a great community location. We love the lower Keys of this house was the perfect place to spend our 1week vacation. Thank you so much.
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, first time here. We will definitely come back! Easy check in process and check out process! Love the entire place! Thanks for a great place to stay!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
wonderful host couple - all inclusive 20 miles to key west and the airport )
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

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

Amazing place to stay, my family and I were more than happy.

The rental was super clean and beautiful.
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

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

Great location

Great location near Key West. Awesome property, will book again.
Stayed 2 nights in Dec 2022
Verified review

10/10 Excellent

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

Great place

Awesome location
Stayed 3 nights in Oct 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Took our young adult children to enjoy the Keys! This was a great landing spot only about 30 minutes from Key West. It was great to be able to cook some breakfasts and dinners at home to save on costs. Make sure you either pack food or hit a main grocery store before you leave a main island! Not much we could find near the house. Everything was comfortable! We will be back.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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

Nice place great location

Great location and secure. Owners were informative and easy to work with.
Stayed 3 nights in Oct 2022
Verified review

10/10 Excellent

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

Very nice place very clean read a C and location would rent it again thanks

Very nice place very clean read a C and location would rent it again thanks
Stayed 3 nights in Aug 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
None
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

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

Enjoyed our stay at Venture Out on Cudjoe key

Very well maintained home & property owners were very helpful if we had questions
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

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

Nice House

House was just perfect for our stayed, Owners were very communicate and friendly. Nice place to stay again.
Stayed 5 nights in Nov 2023
Verified review

10/10 Excellent

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

Great stay

beautiful place to stay on the water. Great community with friendly people. They even have bikes to ride which was a nice surprise for the kids.
Stayed 3 nights in Feb 2022
Verified review

10/10 Excellent

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

Clean and Comfortable

The place is clean and convenient for anyone wanting to spend time on the water in the keys
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, communication
Great atmosphere, right on a canal. A perfect and comfortable home!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Amenities, property conditions & facilities
This property had everything we wanted and more. Owners were extremely nice & helpful.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

We liked it so much we booked for next year

Everything was great
Stayed 19 nights in Feb 2022
Verified review

10/10 Excellent

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

Great place to stay!

We loved the property and loved the area. We were there for our daughter’s wedding and didn’t get a chance to enjoy the amenities. We would love to come back and spend more time there relaxing.
Stayed 5 nights in Jun 2022
Verified review

4/10 Poor

Liked: Check-in, communication, location, listing accuracy
The hosts are very communicative. Venture out is a nice place to stay. The house has a few things that made the stay not as wonderful as possible. Countertop ice maker did not work, toilet seat in master bathroom is very loose, ants in the kitchen and a roach in guest bathroom. The a/c unit drips water onto your parked vehicle. With that being said the trip was not ruined.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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

Very Nice Property

Perfect place to stay for a relaxing fishing vacation with friends. Wide and deep canal with most amenities including 4 bikes.
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

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

Everything was clean!

Had a great time
Stayed 5 nights in May 2021
Verified review

10/10 Excellent

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

Great Place

The view is incredible. We used the kayak and bikes every day. The community pool/hot tub are perfect. I would recommend this house.
Stayed 4 nights in May 2023