Entire home

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 sign for 'Venture Out' with a gravel path and bushes in front.
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 marina with boats docked, a white building with a covered deck, and palm trees.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

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

Room options

About the neighborhood

Summerland Key

This vacation home places you within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. The vacation home includes a kitchen, a refrigerator, and a microwave.

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.
The vacation home is air-conditioned and features a kitchen and 2 bathrooms, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

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

  • 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
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 23

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

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

Frequently asked questions

What can I see within easy reach of this vacation home?

This vacation home is located in Summerland Key, close to Florida Keys Beaches, Upper Sugarloaf Key, and Sugarloaf Beach. Boondocks Grille & Draft House is also within a driving distance of 5 mi.

How much does it cost to stay at SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

As of Oct 12, 2026, prices found for a 1-night stay for 2 adults at SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS on Oct 15, 2026 start from $431, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available on site at SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What do couples enjoy most about SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each house, and some feature ocean view.

Are there hot tubs at SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

No, but this vacation home does have a heated pool.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 21.5 mi away (33 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.4 mi away (43-minute drive).

Are there rooms with balconies that I can book at SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS?

No, there aren't any house with balconies at SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 83 out of 98 reviews
Rating 8 - Good. 10 out of 98 reviews
Rating 6 - Okay. 3 out of 98 reviews
Rating 4 - Poor. 1 out of 98 reviews
Rating 2 - Terrible. 1 out of 98 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

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

Great place

Awesome location
Stayed 3 nights in Oct 2022
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

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

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: 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

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
Verified review

10/10 Excellent

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

Vacation

The house was just as advertised. It was beautiful and the host were great.
Stayed 6 nights in Apr 2024