[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 ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/3507a8a1.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/ec77b728.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/d234561a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/31d34c88.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99910000/99905900/99905884/b1769cbe.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 9.0 Wonderful ### Entire home 2 bedrooms2 bathroomsSleeps 6800 sq ft ## Popular amenities - Parking available - Dryer - Washer - Pet-friendly - Hot tub - 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 ![A heated pool](https://images.trvl-media.com/lodging/116000000/115560000/115555400/115555400/78a29cd6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Diving Dolphin #268 - Ocean Views, Kayaks! 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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 - 8.0 km - Florida Keys Beaches - 10 min drive - 8.5 km - Sugarloaf Beach - 23 min drive - 19.1 km - Bahia Honda State Park - 31 min drive - 33.5 km - Boca Chica Nude Beach - 41 min drive - 32.6 km #### Getting around - Key West Intl. Airport (EYW) - 33 min drive #### Restaurants - ‪Kiki's Sandbar - ‬12 min drive - ‪Boondock's Grille & Drafthouse - ‬9 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? > Yes, this property has a pool. ### Is Riley's Retreat - Venture Out 107 pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Riley's Retreat - Venture Out 107? > Check-in begins at 3:00 PM. ### What time is check-out at Riley's Retreat - Venture Out 107? > Check-out is at 10:00 AM. ### Where is Riley's Retreat - Venture Out 107 located? > Situated on the waterfront, this cottage is steps from Venture Key, Venture Out Keys, and Out Key. Upper Sugarloaf Key and Crab Key are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Riley's Retreat - Venture Out 107 Reviews 9.0 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 6 8 - Good 4 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 8.6/10 Cleanliness ### 10/10 Excellent #### Brandon K. Jul 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house Great place to stay had a great time at Riley’s retreat had the boat in the back overall great place to stay with family and friends and catch fish ##### Brandon K. Stayed 6 nights in Jun 2025 ### 8/10 Good #### Carl B. Mar 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relaxing Stay Lovely place to stay and great resort. ##### Carl B. Stayed 3 nights in Mar 2024 ### 10/10 Excellent #### Melissa M. Mar 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Love Venture Out! The property was as expected. It was very clean to be older double wide. Overall I made some suggestions about just some more comfy chairs in living space but we very much enjoyed our stay! We would stay again! The people that help manage the property are very nice and attentive to your needs! ##### Melissa M. Stayed 6 nights in Mar 2025 ### 10/10 Excellent #### Verified traveller Nov 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay Quiet neighborhood close enough yet far enough from Key West madness ##### Verified traveller Stayed 5 nights in Nov 2024 ### 8/10 Good #### Tks T. Jan 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Allows pets and clean! We would stay here again. Very clean. Kitchen well supplied. The beds could be more comfortable, but that could be a preference of bed type. The blinds in the bedrooms did not close completly so if you sleep late the light could be an issue. Itwasnt for us. ##### Tks T. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Sandy B. Jan 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fun time This property was clean and loved the decor. It was great to have the boat at the dock. Friendly neighbors! ##### Sandy B. Stayed 13 nights in Jan 2024 ### 10/10 Excellent #### Dorin O. Apr 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place As advertised. Very clean and well furnished with everything you need! ##### Dorin O. Stayed 4 nights in Apr 2024 ### 8/10 Good #### Amanda H. Jun 24, 2024 Liked: Cleanliness, location, listing accuracy Disliked: Check-in, communication #### Overall nice place to stay Overall nice place to stay. Community well kept with 24 hour security. The unit was accommodating to our needs. Only a few issues we noticed: Air conditioning subpar and felt like unit could not keep up at 77 degrees, living room furniture uncomfortable and pull out sofa bed was unusable. ##### Amanda H. Stayed 5 nights in Jun 2024 ### 6/10 Okay #### Ann Marie Q. Jan 6, 2025 Liked: Location, listing accuracy #### Not exactly great but not awful The unit could have been cleaner, white door frame covered in black mold, shower had mildew as well. No AC the first night and noone monitors emails overnight so no response or action taken till next mid morning. Supposed to be 2 bikes but only 1.Railing on deck came loose as someone was leaning on it, just a thank you for letting us know. Location was nice, checking in could be smoother and quicker, stood in line at guard gate for about 30 minutes.Common areas in unit was roomy but bedrooms are tiny. Sofa pull out mattress needs replacing. For the price point really expected more, overall just okay, probably not somewhere I would stay again. ##### Ann Marie Q. Stayed 6 nights in Dec 2024 ### 10/10 Excellent #### Yudeisy B. Jun 25, 2025 ##### Yudeisy B. 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