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Sunnyside Up - Shared Pool

Apartment near Florida Keys Beaches in Key West

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Photo gallery for Sunnyside Up - Shared Pool

A room with a wooden floor, white doors, and a blue mop.
A kitchen with a bar area, wicker chairs, and a painting above the counter.
A laundry room with two stacked front-loading washing machines.
A swimming pool with lounge chairs and umbrellas.
A stainless steel grill with a digital display, surrounded by various plants and a wooden fence.

Reviews

9.6 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathroomsSleeps 91160 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a 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

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West apartment, you'll find Florida Keys Beaches and Duval Street. Southernmost Point and Mallory Square are also within 2 miles (3 km).
View more Apartments in Key WestOpens in a new window

What's nearby

  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.5 miles
  • Duval Street - 10 min walk - 0.6 miles
  • South Beach - 12 min walk - 0.7 miles
  • Ernest Hemingway Home and Museum - 13 min walk - 0.7 miles
  • Southernmost Point - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 7 min drive

Restaurants

  • ‪Sandy's Café - ‬6 min walk
  • ‪El Siboney Restaurant - ‬3 min walk
  • ‪Salute! On The Beach - ‬10 min walk
  • ‪Better Than Sex - ‬12 min walk
  • ‪Tipsy Rooster - ‬9 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.

Mid-stay cleans are available upon request.

House features a shared pool.

Private washer/dryer.

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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the sea

Things to do

  • Optional golf privileges
  • Cycling nearby
  • Fishing nearby

Safety features

  • 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 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
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. 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. 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 Oct 1, 2026, prices found for a 1-night stay for 2 adults at Sunnyside Up - Shared Pool on Oct 14, 2026 start from $901, 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 9-minute walk from Clarence S. Higgs Memorial Beach Park. 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?

Yes, there's 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

9.6

Exceptional

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

Reviews

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
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
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
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
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
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
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
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

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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