Sunnyside Up - Shared Pool | Apartment in Key West

10.0 (12 Reviews) |   Pet Friendly   2 Bedrooms  2 Bathrooms  9 Guests  Stay&Play
Old Town Apartment | Sunnyside Up - Shared Pool

2 Bedroom Apartment in Old Town, Key West

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.

Sunnyside Up - Shared Pool is located in Old Town. Sunnyside Up - Shared Pool provides accommodation, featuring Air Conditioner, Parking, Pet Friendly, among other amenities. This Apartment features Air Conditioner, Parking, Pet Friendly, to make your stay a comfortable one.

Sunnyside Up - Shared Pool has 2 Bedrooms , 2 Bathrooms, and max occupancy of 9 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Old Town has interesting places to visit. If you want to learn more about the Apartment in Old Town, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in
Check-in Check-in time starts at 4:00 pm minimum check-in age: 18
Check-out
Check-out Check-out before 10:00 am
Child Policy
Child Policy Children are welcome.
Pet Policy
Pet Policy Note from host: charge may apply pets allowed service animals are welcome, and are exempt from fees
Other Policy
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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
 
Key West, 33040, USA

What Our Guests say 500 + Reviews

Sep 1, 2025 05:53:08 AM
Summary: 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. Wendy J.
Jan 7, 2025 01:29:41 AM
Summary: Clean home with lovely outdoor area and pool. Just up the street from the Southernmost point... just lovely. Everything was as described...
Peggy S. Peggy S.
Oct 22, 2024 06:11:14 AM
Summary: Was amazing the house and very great location
Miguel T. Miguel T.
Sep 16, 2024 12:15:40 PM
Summary: Great location and very quiet, good communication made it easy to check in and out of the place.
Hunter H. Hunter H.
Jan 26, 2024 10:07:32 PM
Summary: 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. Heather M.
Jan 5, 2024 03:21:33 AM
Summary: 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. Surabhi R.
Aug 20, 2022 11:00:36 AM
Summary: 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. Sugeiry R.

FAQ's

Is this Old Town apartment pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Old Town apartment have a swimming pool?

Yes, this Old Town apartment has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Old Town apartment?

Best-rates for the Old Town apartment starts from $788 per night with includes Air Conditioner, Parking, Pet Friendly, Pool, TV, View, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Guest Services, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Old Town apartment a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this apartment good or guests have recommended them suitable for families. As reported by the owner or manager, the apartment has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Old Town apartment wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Old Town apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Old Town apartment?

Based on the information reported by the owner or manager, the Old Town apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Old Town apartment?

Based on the information reported by the owner or manager, details for the cancellation policy for the Old Town apartment are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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