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.
Reviews
9.89.8 out of 10
Exceptional
Entire apartment
2 bedrooms2 bathroomsSleeps 6108 sq m
Popular amenities
Kitchen
Washer
Dryer
Pet friendly
Air conditioning
Outdoor Space
The current price is ¥77,087
¥77,087
¥142,488 total
includes taxes & fees
Apr 15 - Apr 16
Add dates for prices
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.
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
Fishing 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)
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
Damages or excessive mess may incur charges. 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 neighborhood
Located by the sea, this apartment is in Old Town Key West, a neighborhood 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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with cycling. Visit our Key West travel guide
How much does it cost to stay at Sunnyside Up - Shared Pool?
As of Apr 11, 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on Apr 15, 2026 start from ¥77,087, 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 for more accurate prices.
How much is parking?
Onsite 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?
Check-out 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.
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Sunnyside Up - Shared Pool Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
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.
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!
We had an awesome stay. The property managers were very responsive. This was a last minute decision and everything went smoothly. The place was clean and had everything you could need. It was a convenient location. The beds were so comfortable! Would definitely stay again.
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 .