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Paradise Escape - VO466 35' Dockage

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A waterfront property with a multi-level house, docked boats, and a clear view of the water.
A bedroom with a bed, bedside lamps, a ceiling fan, and a seahorse wall decoration.
A two-story building with a covered porch and a staircase leading to the upper level.
A marina with boats docked, a pool area with lounge chairs, and a clear view of the water.
A spacious living room with a teal color scheme, a television, a ceiling fan, and a dining area with a table and chairs.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6816 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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

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  • On private beach
  • Pool
  • Hot tub
  • Pet friendly
4.9 out of 5, Exceptional, 635 reviews
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About the neighborhood

Summerland Key

With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This vacation home is 5.1 mi (8.3 km) from Boondocks Grille & Draft House and 8.5 mi (13.7 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 - 4.5 miles
  • Florida Keys Beaches - 8 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Boondocks Grille & Draft House - 10 min drive - 7.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 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.

Paradise Escape - VO466 35' Dockage

VO466
Paradise Escape!
Perfect Location 35' Dockage!
It's a wonderful time to enjoy Paradise! Enjoy endless expansive water views (from sunrise to sunset) looking down a wide Y-shaped sparkling blue canal to open water! 35' concrete seawall, perfect for avid boater, open concrete deck as a great gathering spot, swim or fish right off the dock! Dock amenities include fish cleaning table, cleats, swim ladder, dock posts, and storage access with bait freezer. Quick ocean side access to gulf and ocean, near Looe Key Reef. Main living room overlooking water with two sliders off open porch to bring the outdoors in. Large master suite with queen size bed with full bathroom and lots of closet storage and stack washer/dryer. Guest bedroom queen bed, with accordion door to separate living room, and offers closet storage and bathroom with stand up shower plus private entrance. Amenities include central air conditioning, ceiling fans, tile floor, gas grill, outdoor patio furniture and dishwasher, Keurig coffee maker with Keurig refill cup.

We are located in a spotlessly clean gated community with 24 hr. security, marina, ship store, boat ramps, picnic garden, heated pool, hot tub, tennis, basketball, playground, pickle ball, bocce ball and tennis, pavilion and club house for activities, over 4 miles of paved streets.
It's a wonderful community with full time residents and vacation renters alike!
SECURITY DEPOSIT REQUIRED, NO SMOKING,
7 DAY MINIMUM LOBSTER SEASON, FREE WIFI IN REC HALL,
OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
VO REGISTRATION FEE $125.00- DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.
****VEHICLE MAY NOT HANG INTO STREET- GUEST MUST VERIFY PRIOR TO RESERVING****
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker.
Enjoy the recreation opportunities such as a hot tub or make use of other amenities including barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoking not allowed

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Basketball nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming 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: 816 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

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 50 lbs per pet)

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

Property is also known as

466669

Paradise Escape - VO466 35' Dockage Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 5 out of 8 reviews
Rating 8 - Good. 3 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.8/10

Cleanliness

Reviews

Verified review

8/10 Good

Bob P.

Liked: Cleanliness
Our only issues were the beds. One needs box springs replaced very noisy we set slept on Master needs new foam topper
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

James H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the location with a beautiful view of the sunrise. The community was very friendly and we enjoyed the amenities. The home was clean and the kitchen was well equipped. We love the Florida Keys and we will definitely consider this venue again.
Stayed 7 nights in Mar 2026
Verified review

8/10 Good

Danny L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was clean and the views were awesome!!!
Stayed 9 nights in Aug 2025
Verified review

10/10 Excellent

Lynn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
HAD WHAT WE NEEDEDTY
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

William K.

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

Fantastic property

Exceptional stay at this listing! Breakfast on the back porch. Tanning on the tile dock. All the amenities of home you could ask for and very appreciative of it being pet friendly! Close drive to all the key spots.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Jeremiah & Jessica F.

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

It was what we needed for a fishing getaway

Overall, this place was just what we needed but there are a few things that could have been better. The cons: walking into the front door of the property, you walk directly into what is considered the ‘guest room’ so as you can imagine, a bedroom situated between the living room and the front door has no privacy. Yes, an accordion pull to separate the bed from the rest of the house but all in all, I wouldn’t say it has a second bedroom. The water pressure in the second bathroom was awful so everyone shared the master bathroom, which is quite small. We had our family of 5 stay, it’s disappointing when there aren’t extra chairs to use and the table (as pictured) only seats 4. The kitchen was supplied with 2 dishwasher pods and 1 tiny bottle of dish soap, even though we stayed for a week. We asked for additional and we were told they only supply ‘starter’ supplies and we would have to go buy our own. The stacked W&D was great to have for laundry but when they ask you to launder towels, it would have been nice to have detergent provided for it. Ran out of TP, only a roll extra per bathroom. Pros: stocked kitchen and fish cleaning table outside. Location for boating was wonderful! Neighbors were great! The house was clean (minus a cockroach visitor one night, but it was the only 1 we saw and they said they treat monthly for them). Check-in was a breeze. The V.O. amenities were wonderful to have and having the store open 7 days a week was a great bonus!! Overall, still 5 stars.
Stayed 6 nights in Jan 2025
Verified review

10/10 Excellent

Dana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our 2nd time staying in Venture Out, will stay again next year! Great location and loved the pool.
Stayed 4 nights in Jun 2026
Verified review

8/10 Good

Maurice J.

Stayed 3 nights in May 2025