Key West is home to Poolside Paradise. Ernest Hemingway Home and Museum and Southernmost Point 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. Visit our Key West travel guide
Stock Island, FL
Getting around
Key West Intl. Airport (EYW)
9 min drive
Restaurants
McDonald's
3 min drive
Hogfish Bar & Grill
16 min walk
Hurricane Hole Marina
15 min walk
Hurricane Hole Waterfront Bar & Grill
15 min walk
Bad Boy Taqueria & Tequila
19 min walk
About this property
Poolside Paradise
Property near Florida Keys Beaches
Poolside Paradise provides amenities like laundry facilities and a gym. Guests can connect to in-room WiFi.
Additional perks include:
Smoke-free premises
Room features
All guestrooms at Poolside Paradise feature comforts such as air conditioning, as well as amenities like internet access.
More amenities include:
Showers, tubs or showers, and hair dryers
Property amenities
Internet
Available in all rooms: WiFi
Available in some public areas: Internet access
Things to do
Gym
Conveniences
Laundry facilities
More
Smoking not allowed
Room amenities
Bedroom
Bedsheets provided
Bathroom
Bathtub or shower
Hair dryer
Shower
Soap
Toilet paper
Towels provided
More
Air conditioning
Dryer
Heating
Iron/ironing board
Living room
Policies
Check-in
Check-in time starts at 4:00 PM
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
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and remove leftover food and drinks
Failure to complete these may result in a negative review from the host.
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 25 lbs per pet)
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
Safety features at this property include a carbon monoxide detector and a smoke detector
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
Frequently asked questions
Is Poolside Paradise pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 25 lbs per pet.
How much does it cost to stay at Poolside Paradise?
As of Sep 2, 2026, prices found for a 1-night stay for 2 adults at Poolside Paradise on Sep 7, 2026 start from $822, 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.
What time is check-in at Poolside Paradise?
Check-in begins at 4:00 PM.
What time is check-out at Poolside Paradise?
Check-out is at 10:00 AM.
Where is Poolside Paradise located?
Situated in Key West, this property is within 1 mi (2 km) of Lower Keys Medical Center, Florida Keys Community College Library, and Clark Maxwell Environmental Habitat. Tennesse Williams Fine Art Center and Key West Golf Club are also within 2 mi (3 km).
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