Apartment
Pool, Parking, & Pet Friendly - Sunnyside Up
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Reviews
10 out of 10
Exceptional
2 bedrooms 2 bathrooms Sleeps 9 107.8 sq m
Popular amenities
Explore the area

Key West, FL
- Duval Street10 min walk
- South Beach11 min walk
- Southernmost Point12 min walk
- Key West, FL (EYW-Key West Intl.)7 min drive
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
Pool, Parking, & Pet Friendly - Sunnyside Up
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 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
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Charge may apply
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
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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.

Key West, FL
What's nearby
- Duval Street - 10 min walk - 0.9 km
- South Beach - 11 min walk - 0.9 km
- Southernmost Point - 12 min walk - 1.1 km
- Ernest Hemingway Home and Museum - 13 min walk - 1.2 km
- Smathers Beach - 4 min drive - 2.0 km
Getting around
Restaurants
- Sandy's Cafe - 5 min walk
- Dairy Queen - 4 min walk
- El Siboney Restaurant - 4 min walk
- The Best Coffee In Town - 4 min walk
- Morrison's Market - 8 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
31 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Aug 2025
10/10 Excellent
Miguel T.
21 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key west relaxation with family
Miguel T.
Stayed 3 nights in Oct 2024
10/10 Excellent
Hunter H.
16 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location for Medium Size Group
Hunter H.
Stayed 2 nights in Sep 2024
10/10 Excellent
Surabhi R.
4 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and clean property at an amazing location
Surabhi R.
Stayed 1 night in Dec 2023
10/10 Excellent
Heather M.
26 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Heather M.
Stayed 3 nights in Jan 2024
10/10 Excellent
Sugeiry R.
5 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
A very cozy place and a quiet area…
Sugeiry R.
Stayed 4 nights in Aug 2022
10/10 Excellent
Peggy S.
6 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great roomy home
Peggy S.
Stayed 7 nights in Dec 2024
10/10 Excellent
Austin C.
9 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Austin C.
Stayed 4 nights in Mar 2024
About the host
Hosted by Brightwild

Premier Host
They consistently provide great experiences for their guests
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