Sunnyside Up - Shared Pool

Photo gallery for Sunnyside Up - Shared Pool

A dining area with a wooden table and chairs, a blue sofa, and a view of the outdoors through a glass door.
A backyard with a swimming pool, lounge chairs, and a wooden fence.
A bedroom with a bed, a bench, a TV, and a balcony with a view of greenery.
A spacious living area with a dining table, chairs, a sofa, and a TV mounted on the wall.
A compact kitchen with a dishwasher, a double sink, and a coffee maker.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Toys
  • Barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View map
Key West, FL
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪9 min walk‬
  • Place, South Beach
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

2 bedrooms (sleeps 9)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed and 1 Single Bed

Living Room 1

2 Double Sofa Beds

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

Add dates for prices

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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. 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.
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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

  • ‪Sandy's Café - ‬6 min walk
  • ‪El Siboney Restaurant - ‬3 min walk
  • ‪Tipsy Rooster - ‬9 min walk
  • ‪Better Than Sex - ‬12 min walk
  • ‪Ana's Cuban Cafe - ‬9 min walk

Frequently asked questions

Does Sunnyside Up - Shared Pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Sunnyside Up - Shared Pool?

As of 5 Nov 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on 17 Nov 2026 start from AU$1,148, 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.

Reviews

9.6

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. 12 out of 14 reviews
Rating 8 - Good. 1 out of 14 reviews
Rating 6 - Okay. 1 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great location for a family vacation. Plenty of space and amenities. Good location and good communication.
Stayed 3 nights in Jun 2026
Response from VrboOwner on 8 July 2026
Thank you for your kind review! We're so glad your family enjoyed the space, amenities, and convenient location. It was a pleasure hosting you, and we hope to welcome you back for another vacation soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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

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.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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