Title: Pool, Parking, & Pet Friendly - Sunnyside Up - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Pool, Parking, & Pet Friendly - Sunnyside Up Apartment with kitchen, 9-minute walk to Duval Street ![Pool](https://images.trvl-media.com/lodging/79000000/78110000/78109800/78109774/c8148d61.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/79000000/78110000/78109800/78109774/48e4c0a0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78110000/78109800/78109774/a0d131db.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, books, offices](https://images.trvl-media.com/lodging/79000000/78110000/78109800/78109774/5ef5564e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78110000/78109800/78109774/1ee0b6b5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Sunnyside Up, a charming Key West conch home in the heart of Old Town, offers a unique blend of indoor-outdoor living. With a shared pool and fully fenced tropical outdoor space, this property is perfect for entertaining family and friends while being just blocks away from local restaurants and the beach. 10 Exceptional ### Entire apartment 2 bedrooms2 bathroomsSleeps 61160 sq ft ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Barbecue grill - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### Pool, Parking, & Pet Friendly - Sunnyside Up Summary: Sunnyside Up is a charming Conch-style home on United Street, just steps from Key West’s "Old Town." With an open kitchen and living area that blends seamlessly with the outdoor space, it’s perfect for relaxing or entertaining. The tropical backyard includes a shared pool with the beach and local restaurants are only a few blocks away. This prime location makes it the ideal spot for your next vacation! The Space: Sunnyside Up is a spacious two-bedroom, two-bathroom unit with soaring ceilings and stylish furnishings throughout. The first bedroom features a queen bed and an extra-long twin bed, along with access to the balcony, while the second bedroom offers a queen bed and its own balcony access. The living area includes two queen pull-out couches, a work-from-home space, and smart TVs with all your favorite streaming services. The galley kitchen is fully equipped for home-cooked meals and morning coffee. French doors open to the back patio, where you can enjoy a tropical oasis complete with a shared pool, dining area, lounge chairs, and a grill. Guest Access: Our contactless check-in procedure makes check-in easy. Guest will receive a personalized access code prior to arrival. The Neighborhood: This property is centrally located in Old Town, just a 10-minute walk to the beach and a 15-minute stroll to Duval Street. White Street Pier, nearby, offers volleyball nets and tennis courts. For activities close to Sunnyside Up, you can enjoy yoga classes at Shakti Yoga or visit The Local Butcher & Market. There are also plenty of excellent local restaurants nearby, including favorites like El Siboney, Frenchie’s Cafe, and Louie’s Backyard. Getting Around: One of the best things about staying in Key West is how close everything is. The island’s compact size makes it easy to get around, and there are plenty of fun ways to do so. If you’re not in the mood to walk, you can bike to breakfast or take a scenic ride along the water at sunset. Fury and Island Bicycles offer rentals with convenient pick-up and drop-off services. For a more relaxed pace, rent a scooter or golf cart from Minty’s and feel like you’re on island time. If you prefer a ride, Uber, Lyft, or a taxi are always available, and Pink Taxi is a reliable, affordable option for airport transfers. Other Things to Note: Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$25/night • 2 pet maximum Please let us know if you plan on bringing your pet. Mid-stay cleans are available upon request. House features a shared pool. Private washer/dryer. ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the apartment: 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 - Bathtub - Hair dryer - Shower - Towels provided ### Entertainment - Books - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Office ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near the sea ### Things to do - Optional golf privileges - Cycling nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden - Unit size: 1,160 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/46000000/45790000/45785900/45785830/w1944h1300x3y0-9e7e8c29.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Washer & Dryer, Near Downtown - The Mesa House Key West Historic District - Kitchen - Washer - Dryer - Air conditioning 9.8 Exceptional 7 reviews CA $779 CA $1,631 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=45785830&PinnedHotelID=45785830&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/74000000/73100000/73093300/73093296/c0c7e82b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Heated Pool, Steps to Duval St - Poolside Paradise Old Town Key West - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 17 reviews CA $1,267 CA $2,271 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-09&endDate=2025-12-10&selected=73093296&PinnedHotelID=73093296&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73450000/73447300/73447233/77aa7d1b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Epic location, Private Parking - Commodore's Cove Key West Historic District - Kitchen - Washer - Dryer - Pet-friendly 8.6 Excellent 16 reviews CA $862 CA $1,892 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=73447233&PinnedHotelID=73447233&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/57000000/56820000/56811100/56811021/04b929fb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking Key West Historic District - Pool - Air conditioning - Parking available - Laundry 9.6 Exceptional 133 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=56811021&PinnedHotelID=56811021&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/22ac81ee.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southernmost Retreat | On Duval! 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Pets under 40lbs welcome! $25/night ### Pets Pets allowed Service animals are welcome, and are exempt from fees Note from host: Charge may apply ### 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 indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher 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 625e2b481b41fc00327a939d ## 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%7C24.55229%2C-81.79108&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=L1xVhmtqRQOvSCTY9z3KzdOJQ3M=) Key West, FL #### What's nearby - Duval Street - 10 min walk - 0.9 km - Southernmost Point - 12 min walk - 1.1 km - Ernest Hemingway Home and Museum - 13 min walk - 1.2 km - Smathers Beach - 4 min drive - 2.0 km - Mallory Square - 5 min drive - 2.3 km #### Getting around - Key West Intl. Airport (EYW) - 7 min drive #### Restaurants - ‪Sandy's Café - ‬5 min walk - ‪El Siboney Restaurant - ‬4 min walk - ‪Dions Truman & White - ‬7 min walk - ‪Morrison's Market - ‬8 min walk - ‪Dairy Queen - ‬4 min walk ## Frequently asked questions ### Is Pool, Parking, & Pet Friendly - Sunnyside Up pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Pool, Parking, & Pet Friendly - Sunnyside Up? > As of Nov 13, 2025, prices found for a 1-night stay for 2 adults at Pool, Parking, & Pet Friendly - Sunnyside Up on Nov 18, 2025 start from CA $568.81, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Key-West-Hotels-Sunnyside-Up-By-Brightwild-Pool-Parking.h78109774.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### How much is parking? > Onsite parking is available at the property. ### What time is check-in at Pool, Parking, & Pet Friendly - Sunnyside Up? > Check-in begins at 4:00 PM. ### What time is check-out at Pool, Parking, & Pet Friendly - Sunnyside Up? > Check-out is at 10:00 AM. ### Where is Pool, Parking, & Pet Friendly - Sunnyside Up located? > Located in Old Town Key West, this apartment building is within a 10-minute walk of Key West Firehouse Museum, Duval Street, and Florida Keys Beaches. Southernmost Point and Ernest Hemingway Home and Museum are also within 1 mi (2 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Pool, Parking, & Pet Friendly - Sunnyside Up Reviews 10 ### Exceptional 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) ### 9.8 Cleanliness ### 9.8 Location 10 - Excellent 8 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Sugeiry R. Aug 5, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A very cozy place and a quiet area… A very cozy place and a very quiet area, we did not enjoy the swimming pool because we saw it a bit dirty... the patio was very nice although we did not enjoy it either because we spent most of the time outside the house, but I would come back... thanks for everything . ##### Sugeiry R. Stayed 4 nights in Aug 2022 ### 10/10 Excellent #### Peggy S. Jan 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great roomy home Clean home with lovely outdoor area and pool. Just up the street from the Southernmost point... just lovely. Everything was as described... ##### Peggy S. Stayed 7 nights in Dec 2024 ### 10/10 Excellent #### Miguel T. Oct 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key west relaxation with family Was amazing the house and very great location ##### Miguel T. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Hunter H. Sep 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location for Medium Size Group Great location and very quiet, good communication made it easy to check in and out of the place. ##### Hunter H. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Heather M. Jan 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay! There were 9 adult females and this house had plenty of space for all of us to sleep and get ready for nights out! Pool was clean and nice to lay out around. Too cold to swim in January but everything was great! ##### Heather M. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Surabhi R. Jan 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful and clean property at an amazing location We absolutely loved our stay, it was spacious and comfortable, and the property was stocked with all the basic amenities required for our stay. The host was friendly and was great to communicate. ##### Surabhi R. Stayed 1 night in Dec 2023 ### 10/10 Excellent #### Austin C. Aug 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Austin C. 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