Close to South Beach and Southernmost Point, Sunnyside Up - Shared Pool provides a garden, laundry facilities and more. Stay connected with in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air-conditioning
The current price is £696
£696
includes taxes & fees
27 Oct - 28 Oct
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.
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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. Visit our Key West travel guide
How much does it cost to stay at Sunnyside Up - Shared Pool?
As of 24 Oct 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on 27 Oct 2026 start from £696, 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.
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Reviews
Sunnyside Up - Shared Pool Reviews
9.6
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 informationOpens in a new window
Great location! Within walking distance of the Hemingway House and many restaurants. The pool was secluded and a great space to unwind from a busy day. The living room was spacious with plenty of seating for our family of 5. Parking spot is right in front of the house and was a necessary bonus for renting in Key West.
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!
There was one assigned parking spot but we were able to street park our 2nd car for free. There were plenty of beach towels. Enough dishes that our party of 5 only ran the dishwasher every other day. Lots of patio seating. I asked for and received extra supplies (coffee pods and paper towels) promptly. I asked if decaf was available and was pleasantly surprised when there was a stash waiting for me. I liked there was a recycling can on site. I didn’t use them, but there was a cabinet with about 50 different games to play for families.
Everything was wonderful! This was the perfect spot for a bachelorette trip! The house was clean, spacious, and the host was very responsive to questions. I would highly recommend.
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 .
Stayed 4 nights in Aug 2022
Verified review
8/10 Good
Jeffrey B.
18 Mar 2026
Liked: Cleanliness, check-in, communication
The shower up stairs would not drain and one of the pull out couch’s should not be considered a pull out couch
Stayed 1 night in Mar 2026
Verified review
6/10 Okay
STEPHEN
29 Jul 2026
Liked: Check-in, communication, listing accuracy
Overall we liked the property except it had a fishy smell when we first arrived inside and the upstairs shower drained really slow (ankle deep), which meant others had to wait a long time for it to drain. We alerted the property of the issue and they said they would send someone right over while we were out for dinner and to see the sunset at Mallory Square. We don’t think anyone came since the issue was still there in the morning and no message from the property to say whether the issue was taken care of. For the money paid, I expected more than we received.