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44ft Seawall at Sportsman's Paradise

Vacation home near Florida Keys Beaches in Summerland Key

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A coastal property with a turquoise house, a dock, and a red car.
A modern kitchen with white cabinets, a built-in oven, and a coffee maker. There are two wicker chairs at a small table.
A covered outdoor seating area with turquoise chairs and tables, a ceiling fan, and a view of palm trees and buildings.
A living room with a sofa, two armchairs, a coffee table, a TV, a large mirror, and a ceiling fan.
A modern kitchen with white cabinets, a central island, and a dining area with wicker chairs.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6865 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Summerland Key

Seaside stay .You'll find Venture Out Keys and Venture Key within a 15-minute walk of this Summerland Key vacation home. Florida Keys Beaches and Out Key are also within 3 miles (5 km).
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 - 7 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles
  • Key West Visitors Center - 17 min drive - 12.8 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
  • ‪The Bent Prop - ‬7 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.

44ft Seawall at Sportsman's Paradise

44ft Seawall at Sportsman's Paradise

True Island Paradise. Brand New in the rental program, this 2020 Stilted 2Bd/2Ba is located on a wide 60' sparkling canal with immediate ocean access in just seconds! 1 king bed and 1 queen bed plus a queen pull out sofa. Mini split air conditioners allow you to set your temperature in each room. The most perfect sportsman's retreat, with everything you will need, with oversized seawall to accommodate PLUS SIZE BOAT! Features a newly poured sprawling 44' concrete dock, equipped with dock posts, mooring whips, fish cleaning table, cleats and swim ladder. 20 and 30 amp receptacles at dock. Use of the downstairs locking enclosure, the 350# per day commercial ice maker and large chest freezer is available for guests. Being an oversized lot, there is more room to enjoy the outdoors, with a spacious side yard garden oasis, surrounded by tropical oversized planters to add privacy, while at night, lounge around and view the stars and moon under the clear night sky. Share a cocktail or two with your friends at the “Tipsy Turtle Bar” downstairs. High speed internet and cable tv installed and also wired for Directv. Just bring your directv box(s) to enjoy all your programming from home. Walk or drive to The Square Grouper without ever getting on U.S.1. A mural called "My Happy Wall" was hand painted by a local artist, and depicts the beauty of our natural surroundings, from roosters and flamingos to a conch house, a dingy boat, to turquoise blue waters, this wall will make you smile!

SECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS,
7 DAY MINIMUM LOBSTER SEASON, 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 effective Jul 1, 2023 of $125.00DUE UPON ARRIVAL CASH OR CC ONLY. PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.

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  • Hot tub
  • Pet friendly
4.9 out of 5, Exceptional, 594 reviews
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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

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

  • Bicycles
  • Heated pool
  • 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

  • Bicycles
  • Garden
  • Unit size: 865 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

8417

Frequently asked questions

How close is 44ft Seawall at Sportsman's Paradise to the airport?

This vacation home is 21.7 mi (33-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does 44ft Seawall at Sportsman's Paradise have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is 44ft Seawall at Sportsman's Paradise to the beach?

This vacation home is 4.4 mi (9-min drive) from Florida Keys Beaches and 11.5 mi (23-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does 44ft Seawall at Sportsman's Paradise offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 44ft Seawall at Sportsman's Paradise?

No, there is no casino at this vacation home.

What time is check-in at 44ft Seawall at Sportsman's Paradise?

Check-in begins at 3:00 PM.

Is there free parking at 44ft Seawall at Sportsman's Paradise?

Free parking is not available at this vacation home.

Does 44ft Seawall at Sportsman's Paradise have a pool?

Yes, there's a heated pool.

Does 44ft Seawall at Sportsman's Paradise have a spa?

There are no spa services available at this vacation home.

How close is 44ft Seawall at Sportsman's Paradise to downtown Summerland Key?

This vacation home is 1.9 mi away from Summerland Key.

44ft Seawall at Sportsman's Paradise Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 19 out of 28 reviews
Rating 8 - Good. 8 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.2/10

Cleanliness

Reviews

Verified

8/10 Good

Valerie N.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
The floors were filthy, we had to buy socks to wear at all times otherwise our feet would be black
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Lori S.

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

Labor Day weekend getaway

Beautiful home for our family & friends weekend at Venture Out. Would love to stay here again for our next trip
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

shannon h.

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

Nice house

Really nice house. Loved the long boat dock and amenities like ice maker and bikes to ride around the neighborhood. Had a beautiful patio too.
Stayed 8 nights in Apr 2025
Verified

10/10 Excellent

Matt G.

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

Great property and location

This is our second time staying at Venture Out on Cudjoe Key but first time in a house. We really enjoyed it. Lots to do for the kids on property and in the area.
Stayed 6 nights in Mar 2022
Verified

10/10 Excellent

Johanna M.

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

Great stay!

Our family of 4 enjoyed a seamless stay here and would recommend for anyone else interested. Unit is exactly as advertised.
Stayed 5 nights in Mar 2023
Verified

10/10 Excellent

Mike T.

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

Fun February vacation

We had a great stay. We really enjoyed the house and dock. The canal was easy to navigate. The house was perfectly furnished and very clean. Morning coffee on the porch was awesome. We docked our 25ft boat with ease.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Beth D.

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

Bucket List Trip

Traveled from Buffalo with our friends into Ft Lauderdale and drove through the Keys and all the bridges. This location was perfect to travel between Marathon and Key West. Four days was not quite long enough to enjoy Venture Out Resort and do the sightseeing a few extra days would have been great! Definitely would stay here again!!
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Rhett H.

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

Annual Memorial Day trip to the keys

We had a great time in this home. We’ve been coming to the keys for many years and love Venture out. The house was even able to accommodate our family of 6. Will book again.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Sara B.

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

Great Rental

Highly recommend this property. Great location and amenities. The property manager was extremely helpful in providing information on additional trailer/car parking. They also responded very quickly with any issues with the property. We would definitely stay again.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Marcus T.

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

Great place

Nice property, did have a few dead bugs on arrival and they came and sprayed right away. Otherwise very clean and kitchen was well stocked! Neat downstairs area by the water and great restaurants nearby.
Stayed 6 nights in Jun 2023
Verified

8/10 Good

Susan S.

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

Beautiful setting and home

On the water in a fun community. Close to key west but quiet and relaxing. Near restaurants and activities. Dryer was broken, towels stained, floors made feet dirty. Would do it all again.
Stayed 7 nights in Feb 2023
Verified

8/10 Good

doug g.

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

nice house with no soap or paper towels

The house was very nice. Our only complaint is the sliver of soap in each bathroom and no paper towels. We really enjoyed the house but unfortunately when we refer to this trip in the years to come it will be the house without soap and paper towels. For 5 of supplies it would have been a perfect stay.
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Dylan S.

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

Great Property-Will be Back

The property was welcoming, clean, and comfortable. The bikes are fun to ride to the pool or ocean swim spot. Every resident (that we came in contact with) of Venture Out was nice, and I'm sure they knew we were tourists. Only a 25 minute drive to Key West was a plus for this location as well. There are fish in the canals that can be caught and at the ocean swim spot. Great spot for our family of 4. One of the boys slept on the pull out couch and it was comfortable, no bar in the back. We will consider this property or another one in Venture out for our next visit.
Stayed 5 nights in Mar 2023
Verified

8/10 Good

Courtney Y.

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

A nice stay

We overall enjoyed the stay at this cudjo key property. There was zero communication with any property manager. To the point where I had to google her name and text her at 11pm to figure out how to get into the house. There was zero instructions. There was no welcome packet that included Wi-Fi or garbage or anything. The house is very very small and narrow. We couldn’t get two suitcases in the bedroom. Overall it was clean and worked.
Stayed 5 nights in Feb 2022
Verified

10/10 Excellent

Mary R.

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

Not Just For Sportsmen

Loved this house. Everything is CLEAN and new. The kitchen was well equipped. The Internet was lightning fast and we loved being able to adjust temperature and humidity in each room. While I loved the inside, the boys couldn’t stop talking about downstairs. Brand new seawall with mooring whips and shore power. A commercial icemaker, bait freezer and refrigerator all downstairs right behind the beautiful bar and outdoor furniture. 4 bikes also. Only issue we had was that some doves made a nest on the light by the front door so we were careful not to disturb them while their eggs hatched. We will definitely stay here again.
Stayed 1 night in Jul 2022
Verified

4/10 Poor

Alan F.

Liked: Check-in, location
Disliked: Communication, listing accuracy

No locks on doors. Smokey unit. No trailer parking.

Very smokey unit being borderline un-inhabitable despite being "No Smoking". Woke up with bloody nose and running outside everymorning to catch breath. No locks on doors. No trailer parking when told it was availible. Property manager aware but won't fix.
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Caroline W.

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

First time to VO

We thoroughly enjoyed the property. It was wonderfully located on the canal and was the perfect size for our family of four. The kitchen was adequately stocked— fyi, a new manual can opener is needed— that certainly didn’t impact our stay. Regarding the cleanliness there was black dust under the house that made it impossible to walk without shoes. I’m sure it tracked in although we worked hard to avoid it. Perhaps the gray dust is asphalt residue but it’s everywhere. We did wash under the property ourselves to minimize the impact while we were there but it does need to be addressed overall on the property’s floor surfaces. I’m sure it’s an easy fix with power washing and a proper scrubbing of the floors indoors. The cleanliness was otherwise in good order and acceptable. We would definitely stay in the resort and this property again as I’m sure it will be addressed by the owners.
Stayed 4 nights in Apr 2024
Verified

8/10 Good

William R.

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

WYSIWYG

Pretty much as advertised/pictured. Be aware the gated community includes RV lots, various kinds of manufactured homes and newer construction like this, which didn't matter much to us, but this is probably one of the newer and nicer of the properties in that community. The only thing I will mention - and we did not complain or in any way seek to try and have this remedied while there as our stay was too short and busy to have to deal with it - is there was an underlying smell of stale cigarette smoke that became more evident with each day. At check in, the house just smelled like cleaning product. 1 day later, it smelled like cleaning product over top of cigarette smoke and 2 days later just smelled like smoke, enough that we woke with scratchy throats by the 3rd day. Some folks may not care in the slightest and maybe if we'd spoken up the management company would have done an ozone generator treatment or something to take care of it. There is signage prohibiting smoking in the house and threatening loss of deposit, but that doesn't really help the next guest if the cleaners or management company isn't on top if it and willing to spend the time and to remedy it. To be fair, it otherwise seemed clean and new and the geographic location was perfect for us to explore the whole area from Key West to Islamorada.
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Ashley S.

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

Great fisherman’s spot

House is very clean and updated, ultimate fishing spot. Room for our 25ft boat the the house, bait cooler, cleaning table, you name it. Only slight issue was parking, there is an overflow but it seems to fill up fast. They do have boat trailer parking which was a plus.
Stayed 6 nights in May 2022
Verified

8/10 Good

Marcus W.

Liked: Cleanliness, location, listing accuracy

Great fishing setup!

If you’re looking to fish, this is your spot. Easy boat launch, huge dock frontage, personal ice machine, cleaning table, great lounge area by the canal, and CLEAN! The Venture Out neighborhood is strict, but it’s clean and quiet.
Stayed 5 nights in May 2022
Verified

10/10 Excellent

Beth E.

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

great get away

We went to the Keys to fish and the seas were rough....we spent more time at the home and was so comfortable. We enjoyed hanging out downstairs and grilling out. We enjoyed the house inside as well. Its well stocked with everthing we needed. The community was great bc we had plenty to do...biking, pickle ball, swimming, looking out over the water, etc. Would return!
Stayed 5 nights in Apr 2022
Verified

10/10 Excellent

Curtis J.

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

Amazing!!

This place exceeded all our expectations the house was super clean all the amenities were first class we had access to the ice machine and bait freezer which was huge for us because we brought our boat and did a lot of fishing. There were bikes to use and a brand new grill to cook on I just can’t say enough about how great this place is we will definitely be coming back!!
Stayed 6 nights in Apr 2022
Verified

10/10 Excellent

doyle s.

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

Great week

Everything was booked on my laptop, really didn't have to do anything after that. Just relax and enjoy.
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

Jacques-Antoine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Mar 2025
Verified

8/10 Good

Paul L.

Liked: Cleanliness, location, listing accuracy

Very clean and easy boat access

Stayed 6 nights in Mar 2025

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