Enjoy spacious layout that give everyone more room to relax.
Private garden
A rare find — relax in the peaceful, private garden space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Florida Keys Beaches
2 bedrooms2 bathroomsSleeps 9
Popular amenities
Balcony
Swimming pool
Toys
Barbecue
Air-conditioning
Pet-friendly
Explore the area
Key West, FL
Clarence S. Higgs Memorial Beach Park
Place, Clarence S. Higgs Memorial Beach Park
9 min walk
South Beach
Place, South Beach
12 min walk
Southernmost Point
Place, Southernmost Point
14 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
8 min drive
Where you'll sleep
2 bedrooms (sleeps 9)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed and 1 Single Bed
Living Room 1
2 Double Sofa Beds
2 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
About this property
Sunnyside Up - Shared Pool
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.
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Important information
You need to know
Property # 9686053
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Key West
Located by the sea, this apartment is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling.
Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
Duval Street - 10 min walk - 0.9 km
South Beach - 12 min walk - 1.1 km
Ernest Hemingway Home and Museum - 13 min walk - 1.2 km
Southernmost Point - 14 min walk - 1.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 7 min drive
Restaurants
Sandy's Café - 6 min walk
El Siboney Restaurant - 3 min walk
Salute! On The Beach - 10 min walk
Better Than Sex - 12 min walk
Tipsy Rooster - 9 min walk
Frequently asked questions
Does Sunnyside Up - Shared Pool have a pool?
Yes, this property has a pool.
How much does it cost to stay at Sunnyside Up - Shared Pool?
As of 16 September 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on 21 September 2026 start from NZ$1,280, including 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 for more accurate prices.
Is Sunnyside Up - Shared Pool pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Sunnyside Up - Shared Pool?
On-site parking is available at the property.
What time is check-in at Sunnyside Up - Shared Pool?
Check-in begins at 4:00 PM.
What time is check-out at Sunnyside Up - Shared Pool?
Checkout is at 10:00 AM.
Where is Sunnyside Up - Shared Pool located?
Located in Old Town Key West, this apartment building is within a 10-minute walk of Key West Firehouse Museum, Florida Keys Beaches and Duval Street. South Beach and Southernmost Point are also within 15 minutes.
About the host
Hosted by Brightwild
Premier Host
They consistently provide great experiences for their guests