Seaside stay .Within a 10-minute walk of this Old Town Key West apartment, you'll find Florida Keys Beaches and Duval Street. Key West Firehouse Museum and Saint Mary Star of the Sea are also within half a mile (1 km).
Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.5 miles
Duval Street - 10 min walk - 0.6 miles
South Beach - 11 min walk - 0.6 miles
Key West Butterfly and Nature Conservatory - 11 min walk - 0.6 miles
Southernmost Point - 12 min walk - 0.7 miles
Getting around
Key West Intl. Airport (EYW) - 7 min drive
Restaurants
Dions Truman & White - 7 min walk
Morrison's Market - 8 min walk
Sandy's Café - 5 min walk
Salute! On The Beach - 10 min walk
El Siboney Restaurant - 4 min walk
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.
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
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 18
Check-out
Check-out before 10:00 AM
Special check-in instructions
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 are welcome
Service animals 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property is also known as
625e2b481b41fc00327a939d
Frequently asked questions
How close is Sunnyside Up - Shared Pool to the airport?
This apartment is 2.9 mi (7-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
How much does it cost to stay at Sunnyside Up - Shared Pool?
As of Apr 3, 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on Apr 20, 2026 start from $1,170, 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.
Does Sunnyside Up - Shared Pool have an airport shuttle?
Airport shuttle services are not available at this apartment.
How close is Sunnyside Up - Shared Pool to the beach?
This apartment is a short 7-minute walk from Florida Keys Beaches and 11-minute walk from South Beach. Don't forget your sunscreen!
Does Sunnyside Up - Shared Pool offer free breakfast?
This apartment does not offer free breakfast.
Is there a casino at Sunnyside Up - Shared Pool?
No, there is no casino at this apartment.
What time is check-in at Sunnyside Up - Shared Pool?
Check-in begins at 4:00 PM.
Is there free parking at Sunnyside Up - Shared Pool?
Free parking is not available at this apartment.
Does Sunnyside Up - Shared Pool have a pool?
This apartment does not have a pool.
Does Sunnyside Up - Shared Pool have a spa?
There are no spa services available at this apartment.
How close is Sunnyside Up - Shared Pool to downtown Key West?
This apartment is 0.7 mi away from Key West.
Sunnyside Up - Shared Pool Reviews
Reviews
9.8
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.
Rating 10 - Excellent. 9 out of 10 reviews
10 - Excellent
9
Rating 8 - Good. 1 out of 10 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 10 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 10 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 10 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Jennifer B.
Mar 23, 2026
Liked: Cleanliness
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.
Jennifer B.
Stayed 2 nights in Mar 2026
8/10 Good
Jeffrey B.
Mar 18, 2026
Liked: Cleanliness
The shower up stairs would not drain and one of the pull out couch’s should not be considered a pull out couch
Jeffrey B.
Stayed 1 night in Mar 2026
10/10 Excellent
Wendy J.
Aug 31, 2025
Liked: Cleanliness
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.
Wendy J.
Stayed 3 nights in Aug 2025
10/10 Excellent
Peggy S.
Jan 6, 2025
Liked: Cleanliness
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
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
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
Austin C.
Aug 9, 2024
Liked: Cleanliness
Austin C.
Stayed 4 nights in Mar 2024
10/10 Excellent
Heather M.
Jan 26, 2024
Liked: Cleanliness
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
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
Sugeiry R.
Aug 5, 2022
Liked: Cleanliness
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 .