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

Summerland Key vacation home with kitchen

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

A covered outdoor area with a view of the sea, a white table, and a bench.
A modern kitchen with wooden cabinets, a central island, and a dining area with a glass table.
A living room with a television, sofa, chairs, and a glass coffee table.
A bedroom with a bed, a television on a dresser, a ceiling fan, and a door leading to another room.
A modern kitchen with white cabinets, a glass dining table, and a variety of decorative items on shelves.

Reviews

8.4 out of 10
Very good

Entire home

2 bedrooms2 bathroomsSleeps 4864 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Explore the area

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

Room options

About the neighborhood

Summerland Key

Seaside stay .Your stay at this Summerland Key vacation home places you within a 10-minute walk of Venture Out Keys and Venture Key. Also, Out Key is within half a mile (1 km) and Florida Keys Beaches is within 6 miles (10 km).
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 4.3 miles
  • Florida Keys Beaches - 7 min drive - 4.4 miles
  • Upper Sugarloaf Sound - 7 min drive - 5.1 miles
  • Boondocks Grille & Draft House - 10 min drive - 7.1 miles
  • Lower Sugarloaf Sound - 10 min drive - 7.4 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬19 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Square Grouper Bar and Grill - ‬4 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.

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.

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 864 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 27

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

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.

Pets

  • No pets 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 not indicated whether there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

596866

Frequently asked questions

How close is Ocean/Canal Views 21ft Dock - Venture Out #357 to the airport?

This vacation home is 21.5 mi (33-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Ocean/Canal Views 21ft Dock - Venture Out #357 have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Ocean/Canal Views 21ft Dock - Venture Out #357 to the beach?

This vacation home is 4.2 mi (9-min drive) from Florida Keys Beaches and 11.3 mi (22-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Ocean/Canal Views 21ft Dock - Venture Out #357 offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Ocean/Canal Views 21ft Dock - Venture Out #357?

No, there is no casino at this vacation home.

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

Check-in begins at 3:00 PM.

Is there free parking at Ocean/Canal Views 21ft Dock - Venture Out #357?

Free parking is not available at this vacation home.

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

Yes, there's a heated pool.

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

There are no spa services available at this vacation home.

How close is Ocean/Canal Views 21ft Dock - Venture Out #357 to downtown Summerland Key?

This vacation home is 1.9 mi away from Summerland Key.

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

Reviews

8.4

Very Good

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

Reviews

Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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

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