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Ocean/Canal Views 21ft Dock - Venture Out #357

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Exterior
Exterior
Terrace/patio
Terrace/patio
Property grounds

Reviews

8.4 out of 10
Very good
2 bedrooms2 bathroomsSleeps 4864 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Summerland Key, FL
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Guest

1 Queen Bed

master

1 King Bed

2 bathrooms

guest

Toilet · Shower only

master

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Ocean/Canal Views 21ft Dock - Venture Out #357

Beautiful Ocean/Canal Views 21' Dockage
2Bd/2Ba with Double Porches, Large Landscaped Yard!
Island Breeze is a fabulous location for this 2Bd/2Ba stilt home in the desirable Venture Out Community on Cudjoe Key. Features a 21' Concrete Seawall with breathtaking views of the Atlantic Ocean and located on a 60' wide canal. Situated on an oversized lot with a patio surrounded by tropical gardens creating lots of privacy between neighbors, it's like living on an Island away from it all! Covered parking and 12 x 12 storage room plus two upper decks facing east and west for great orientation and open air breezes.

Venture Out charges a registration fee upon entry of $125.00, payable at the gate upon arrival. When you arrive at Venture Out , you will go to the Venture Out Office (or the Guard Gate if it is after hours) to pay the fee and to receive your parking pass. Cash or CC only is accepted for this fee.
OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 27
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Venture Out charges a $125 registration fee upon arrival paid via cash or cc only.
https://ventureoutcondo.com/wp-content/uploads/2025/02/Renter-Rules-Packet-2.24.25.pdf
Only 1 vehicle is allowed at/under the unit at any time. Other vehicles MUST park on the street during the day and pay for overflow at night.

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 not indicated whether there is a smoke detector on the property

About the neighborhood

Summerland Key

Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Jet skiing, kayaking, and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Vacation Homes in Summerland KeyOpens in a new window
Map
Summerland Key, FL

What's nearby

  • Florida Keys Beaches - 7 min drive - 6.7 km
  • Upper Sugarloaf Key - 7 min drive - 6.9 km
  • Upper Sugarloaf Sound - 8 min drive - 8.2 km
  • Lower Sugarloaf Sound - 11 min drive - 11.8 km
  • National Key Deer Refuge Visitor Center - 16 min drive - 17.6 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Morning Joint - ‬19 min walk
  • ‪Broil - ‬5 min drive
  • ‪5 Brothers Two - ‬9 min drive

Frequently asked questions

Does Ocean/Canal Views 21ft Dock - Venture Out #357 have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Ocean/Canal Views 21ft Dock - Venture Out #357?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Ocean/Canal Views 21ft Dock - Venture Out #357 on Apr 5, 2026 start from $285, 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 Ocean/Canal Views 21ft Dock - Venture Out #357 pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Ocean/Canal Views 21ft Dock - Venture Out #357?

Check-in begins at 3:00 PM.

What time is check-out at Ocean/Canal Views 21ft Dock - Venture Out #357?

Check-out is at 10:00 AM.

Where is Ocean/Canal Views 21ft Dock - Venture Out #357 located?

Situated on the waterfront, this vacation home is within a 10-minute walk of Venture Out Keys, Venture Key, and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 mi (10 km).

Reviews

8.4

Very Good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 21 reviews
Rating 8 - Good. 5 out of 21 reviews
Rating 6 - Okay. 3 out of 21 reviews
Rating 4 - Poor. 1 out of 21 reviews
Rating 2 - Terrible. 1 out of 21 reviews

9.0/10

Cleanliness

9.6/10

Check-in

8.6/10

Communication

9.4/10

Location

8.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Philip K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view was awesome and the place was comfortable. The only downside had nothing to do with the hosts. Some of the smowbird neighbors was a little less than desirable. I would definitely recommend.
Stayed 6 nights in Feb 2026
Verified

10/10 Excellent

Travis W.

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

Spring Break Get Away

Good location and easy stay.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Pam S.

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

Beautiful and relaxing vibe

We stayed a few nights after a few days on KW and really enjoyed it.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Jill G.

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

Great Place

Nice place to stay. Fully stocked and a fantastic view.
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Jeffrey M.

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

Great spot to enjoy the Keys!

We had a great time and the location was perfect for us. The pool on property was nice and clean. Happy with the house and would stay there again!
Stayed 5 nights in May 2024
Verified

8/10 Good

Joe W.

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

Four day stay

My wife and I enjoyed the view down the channel to the open water, especially during sunrise. This is a good central location for some great restaurants and activities.
Stayed 4 nights in Jan 2025
Verified

8/10 Good

Michael D.

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

Perfect fishing holiday address

Great place for my brother and myself to have as a home base for fishing near Key West.
Stayed 5 nights in Jun 2024
Verified

8/10 Good

Nina K.

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

Nice place in Cudjoe Key

The property was nice, plenty of space and beautiful views.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Kimberly R.

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

So Relaxing!!

My travel buddy and I stayed here for 5 days. Peaceful, serene, so relaxing!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

James G.

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

Paradise!

Very nice vacation spot! It's the Florida Keys!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Rebecca H.

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

Excellent Property

Wonderful location. Beautiful view. Very clean. It was just was we needed for our stay. Conveniently located near Key West but allows you to spend time in the other Keys. Great restaurants close by.
Stayed 3 nights in Jun 2024
Verified

8/10 Good

James R.

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

Spectacular sun rises

A little small for 4 adults but great for 2. Very close to neighbors, friendly gated community made up of 50% RVs and 50% cottages. Nice common areas. Pool and jacuzzi were great for January. Large ocean water area was appreciated for swimming.
Stayed 14 nights in Dec 2024
Verified

10/10 Excellent

Rick H.

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

House with a view

View fabulous Outdoor space charming although lacking in furniture Owner has cute style Truly enjoyed our stay
Stayed 14 nights in Feb 2024
Verified

10/10 Excellent

Nanaette B.

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

Excellent

Beautiful home. Perfect for the 2 of us. Everything we needed.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Barbara H.

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

Nice place great location

Bathroom door did not shut and handrail on steps was broken. Other than that place was awesome
Stayed 5 nights in Aug 2023
Verified

6/10 Okay

Curtis A.

Liked: Cleanliness, check-in, communication, location

Keys stay

Property is in need of some repairs and updates. Working blinds on the sliding door would be nice. Update kitchen and ceiling fans and lights to turn on and off with the wall switch. Some lights need to have new bulbs put in. Mattresses could stand to be replaced as well as the pillows. The water view was very nice.
Stayed 5 nights in Feb 2025
Verified

4/10 Poor

L.W. G.

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

Our trip

There were items that were listed in the pictures that were not on the property when we arrived. No outside swing or lawn furniture other than the table. Main bedroom bed frame was broken. Very low water pressure.
Stayed 5 nights in Nov 2024
Verified

8/10 Good

Mary S.

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

Great week

The trip and location were great. Checkin was a struggle but the management company was right on it. As for the unit make sure you ask about locking the door. It needs attention as well as a few things in the unit. There was not water spigot in the bathtub so no taking a bath. Just showers. The unit was clean and beds were comfy. Just a little repairs in areas but otherwise was good unit. The door not locking right away was our big issue
Stayed 7 nights in Feb 2025
Verified

6/10 Okay

Stephen R.

Liked: Cleanliness, check-in, location

Mediocre Rental

Submitted to Property Manager a list of several problems with this property. There's a general condition of neglect. Should be re assed before rental. Deck is rotting and is a potential liability especially if small children are involved. Would not consider renting this property again under present condition.Entry door would not lock from outside, screen door laying on porch, laundry alcove door off track, patio table falling apart, barbecue very rusted, low water pressure in kitchen sink.
Stayed 5 nights in Mar 2025
Verified

2/10 Terrible

Theodora S.

Disliked: Communication, listing accuracy

Not recommend

The property not as described. Arrived late evening and realized it’s only for 4 people. Coach not a sleeper . Make sure not to bring more than a 17 ft boat as a 21 ft doesn’t fit. Unit was poorly supplied, not even salt was present. Not my favorite stay. Very aggravating
Stayed 3 nights in Jul 2023
Verified

6/10 Okay

Stephen S.

Liked: Check-in, location
Disliked: Communication

Unit needs maintenance

View (over the stagnant water with trash can lids and trash ) was good. Pool was great. Decor in unit was Floridian but many things need attention. Blinds on double doors were majorly broken as were those in the second bedroom, floors were dirty, grill and oven didn’t heat well at all, master bed was ok, but second bedroom bed was awful, kitchen chairs and deck chairs were broken and tables unlevel—we left a list on the table in the unit. Hallway bathtub had a hole where the spigot should be. We love the community, but this unit definitely needs major attention. Emails from property manager while timely seemed snippy and unconcerned. Especially when it was 90 degrees there and the a/c quit.
Stayed 8 nights in Mar 2025

About the host

Hosted by Waterfront Keys Realty

Host profile image
Venture Out charges a $125 registration fee upon arrival paid via cash or cc only. There is no boat trailer parking and the overflow lot for a 2nd vehicle is not guaranteed and is first come first serve and may not be reserved in advance.
Starting April 1st, AT&T will begin Operation Fiberoptic VO. Three teams will swarm the park in multiple locations. Please make sure your renters are aware that there will be park-wide construction. Potholes, noise, & wifi outage will be the norm. for 4-6 weeks, while they bring us up to date.

Languages:

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