Apartment

Sunnyside Up - Shared Pool

Photo gallery for Sunnyside Up - Shared Pool

Shared pool with Lounge Chairs
Dining Area
Living and Dining Area
Patio Seating Area
Queen bed with Shared Balcony

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Rooms & beds

2 bedrooms (sleeps 9)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Single Bed and 1 Queen Bed

Living Room 1

2 Double Sofa Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

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.

Add dates for prices

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House Rules

Check in after 4:00 PM

Minimum age to rent: 18

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed

Charge may apply

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Smoking

Smoking is not permitted

Damages or excessive mess may incur charges. Pets under 40lbs welcome! $25/night

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

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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling.
Map
Key West, FL

What's nearby

  • 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

  • ‪Dions Truman & White - ‬7 min walk
  • ‪Sandy's Café - ‬5 min walk
  • ‪Salute! On The Beach - ‬10 min walk
  • ‪Morrison's Market - ‬8 min walk
  • ‪Louie's Backyard - ‬9 min walk

Frequently asked questions

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.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Miguel T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key west relaxation with family

Was amazing the house and very great location
Stayed 3 nights in Oct 2024
Response from VrboOwner on 21 Jan, 2025
Thank you for your wonderful feedback! We're delighted you enjoyed the house and its fantastic location. We hope to welcome you back soon! - Melissa, Brightwild
Verified

10/10 Excellent

Hunter H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location for Medium Size Group

Great location and very quiet, good communication made it easy to check in and out of the place.
Stayed 2 nights in Sep 2024
Response from VrboOwner on 31 Dec, 2024
Thank you for your positive review! We're so glad to hear you enjoyed the great location and quiet atmosphere, as well as the smooth check-in and check-out process. We appreciate your feedback and look forward to welcoming you back for another easy and enjoyable stay!
Verified

10/10 Excellent

Wendy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 3 Sept, 2025
Thank you for sharing your experience! We’re so glad to hear that your last-minute getaway turned out so well and that you found everything smooth, clean, and comfortable. It’s wonderful to know you enjoyed the location and especially the beds. We truly appreciate your kind words about our team’s responsiveness and would be delighted to welcome you back anytime!
Verified

10/10 Excellent

Surabhi R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 1 night in Dec 2023
Response from VrboOwner on 23 Jan, 2024
Thank you for your kind review Surabhi! We are very glad to hear you enjoyed your stay! Also very happy to hear that theWe would love to host you again in the future!
Verified

8/10 Good

Jeffrey B.

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

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 3 nights in Jan 2024
Response from VrboOwner on 12 Feb, 2024
Hey Heather! Thank you for your feedback! I agree January is too cold for swimming for me as well lol! Hope we get to host you in paradise again! Jason Brightwild!
Verified

10/10 Excellent

Peggy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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...
Stayed 7 nights in Dec 2024
Response from VrboOwner on 21 Jan, 2025
Thank you for your wonderful review! We're so glad you enjoyed the clean home, outdoor area, and pool. It's great to hear everything met your expectations. We hope to host you soon again! - Melissa, Brightwild
Verified

10/10 Excellent

Sugeiry R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 .
Stayed 4 nights in Aug 2022
Response from VrboOwner on 13 Sept, 2023
We are glad to hear you enjoyed the property, Sugeiry! Next time you stay with us, please reach out if you feel the pool could be cleaner. Our team is more than happy to meet and exceed all guests expectations and would have come to clean it for you. Thank you for choosing One of One and for the positive review! Cheers, One of One
Verified

10/10 Excellent

Austin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Mar 2024

About the host

Hosted by Brightwild

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Premier Host

They consistently provide great experiences for their guests

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