Title: Riley's Retreat - Venture Out 107 - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Riley's Retreat - Venture Out 107 Waterfront cottage in Summerland Key with a hot tub ## Photo gallery for Riley's Retreat - Venture Out 107 ![Terrace/patio - Riley's Retreat - Venture Out 107 (Cudjoe Key)](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/5bc4b11c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Riley's Retreat - Venture Out 107 (Cudjoe Key)](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/354f25ca.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Riley's Retreat - Venture Out 107 (Cudjoe Key)](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/d234561a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Riley's Retreat - Venture Out 107 (Cudjoe Key)](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/b1769cbe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Riley's Retreat - Venture Out 107 (Cudjoe Key)](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/e65a406e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located on a 60' wide canal, Riley's Retreat offers open water views from the dock and porch. With laminate wood flooring, central air conditioning, and Tommy Bahama furnishings throughout this beautifully decorated home is perfect for boating enthusiasts who want to unwind in style. ## Reviews 9.0 Wonderful ### Entire home 2 bedrooms2 bathroomsSleeps 6800 sq ft ## Popular amenities - Parking available - Dryer - Hot tub - Washer - Pet-friendly - Pool ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Riley's Retreat - Venture Out 107 Riley's Retreat 2Bd/2Ba 35' Dockage Open Water Views, Free WiFi This sparkling clean 2Bd/2Ba vacation rental is located on a 60' wide canal overlooking look down views of the wide L-shaped canal with open water views from the dock and porch and dining room. Perfect boating property, features 35' concrete seawall, dock posts, fish cleaning table, cleats and swim ladder. Interior features laminate wood flooring, central air conditioning, stack washer and dryer, microwave, dishwasher with kitchen and dining open to the living room. The master bedroom features a queen size bed with full bathroom. The guest bedroom features a queen size bed with access to the hallway full bathroom. For additional sleeping, there is a pull out sofa sleeper in the living room. This home is beautifully decorated with Tommy Bahama furnishings and is open and bright with high ceilings throughout. Additional amenities include FREE WIFI, ceiling fans, gas grill, 2 bicycles and outdoor patio furniture. Pet friendly, please refer to Venture Out pet rules. 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 ## Property amenities ### Pool/Spa - Communal pool - Hot tub ### Internet - Available in the cottage: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Shower - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Gas grill - Outdoor furniture - Porch/lanai ### Laundry - Washing machine ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Hardwood 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: 800 square feet ## Similar properties ![Marina](https://images.trvl-media.com/lodging/94000000/93680000/93679500/93679498/cc79d145.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Endless Water Views - Venture Out 526 Cudjoe Key - Hot tub - Kitchen - Washer - Dryer 8.8 Excellent 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=93679498&PinnedHotelID=93679498&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/70000000/69880000/69879600/69879551/38ba9ba5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Canal front home @ Venture Out Resort in the Florida Keys! 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Cudjoe Key - Ocean view - Pool - Hot tub - Kitchen 9.6 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=83440767&PinnedHotelID=83440767&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 277418 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.64986%2C-81.47439&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=SFXXmNMolIWPvmSuVMm-fk4HS_I=) Cudjoe Key, FL #### What's nearby - Upper Sugarloaf Key \- 9 min drive \- 7.3 km - Upper Sugarloaf Sound \- 11 min drive \- 8.6 km - Florida Keys Beaches \- 11 min drive \- 7.1 km - Lower Sugarloaf Sound \- 14 min drive \- 12.5 km - Sugarloaf Beach \- 21 min drive \- 18.4 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 - ‬3 min drive - ‪5 Brothers Two - ‬9 min drive - ‪Broil - ‬5 min drive ## Frequently asked questions ### Does Riley's Retreat - Venture Out 107 have a pool? ### Is Riley's Retreat - Venture Out 107 pet-friendly? ### How much is parking? ### What time is check-in at Riley's Retreat - Venture Out 107? ### What time is check-out at Riley's Retreat - Venture Out 107? ### Where is Riley's Retreat - Venture Out 107 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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