Title: Poolside Paradise - Monthly Rental - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Poolside Paradise - Monthly Rental Apartment with free parking, 6-minute walk to Florida Keys Beaches - Overview - Rooms - Location - Policies Close to Smathers Beach and South Beach, Poolside Paradise - Monthly Rental has plenty to offer. Stay connected with free WiFi in public areas. ## Popular amenities - Parking included - Free WiFi ## Room options ### Check availability for these dates Tonight [Jan. 16 - Jan. 17](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Jan. 17 - Jan. 18](https://www.expedia.ca/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 16 - Jan. 18](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-18&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-18&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 23 - Jan. 25](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) ## You may also like Ad ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/13000000/12600000/12599300/12599231/c4b850d1_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Blue Flamingo Resort Key West New Town - Pool - Hot tub - Pet friendly - Free WiFi 8.0 Very good 1,863 reviews CA $411 CA $541 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information?chkin=2026-1-19&chkout=2026-1-20&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=304f8425-4479-4da0-89fa-b26239f700c6&top_cur=CAD) Ad ![Studio Suite | Terrace/patio](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1710000/1709300/1709243/9cd0d2ea_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Eden House Key West Historic District - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Poolside-Paradise-Monthly-Rental.h121132471.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Poolside-Paradise-Monthly-Rental.h121132471.Hotel-Information) ## About the area Midtown, a neighborhood in Key West, is home to Poolside Paradise - Monthly Rental. 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. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Apartments in Key West](https://www.expedia.ca/Key-West-Apartments.d1187-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55298%2C-81.78368&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=T5O0wGBQI3k69gGsA4YtXwBqw88=) Key West, FL ### What's nearby - Key West Naval Station \- 6 min walk \- 0.6 km - Florida Keys Beaches \- 8 min walk \- 0.7 km - Clarence S. Higgs Memorial Beach Park \- 8 min walk \- 0.7 km - Smathers Beach \- 13 min walk \- 1.2 km - Duval Street \- 19 min walk \- 1.6 km ### Getting around - Key West Intl. Airport (EYW) - 6 min drive ### Restaurants - ‪Circle K - ‬12 min walk - ‪Dions Truman & White - ‬14 min walk - ‪Sandy's Café - ‬14 min walk - ‪Morrison's Market - ‬12 min walk - ‪Popeyes Louisiana Kitchen - ‬15 min walk ## About this property ### Poolside Paradise - Monthly Rental Apartment near Florida Keys Beaches Close to Smathers Beach and South Beach, Poolside Paradise - Monthly Rental has plenty to offer. Guests can connect to free WiFi in public areas. Other perks at this apartment include: - Free self parking Room features All guestrooms at Poolside Paradise - Monthly Rental have amenities such as high-speed internet. ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/122000000/121490000/121481400/121481338/abf6b88d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### POOLSIDE PARADISE \~ Charming 3 BR/2Ba Home w/ Pool! 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White St. Gallery - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31&selected=110647657&PinnedHotelID=110647657&HadPinnedHotel=true®ionId=-1&adults=2) ![House](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003140/w3000h1993x0y0-17c2fec1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hidden Oasis Gorgeous Home w Pvt Pool New Town - Parking included - Free WiFi - Outdoor Space - Barbecue grill [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31&selected=109003140&PinnedHotelID=109003140&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in start time: 3:00 PM; Check-in end time: 5:00 PM Minimum check-in age: 25 ### Check-out Check-out before 11:00 AM ### Special check-in instructions Guests must contact the property for check-in information To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Property payment types ## 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 This property accepts credit cards Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property ### We should mention This property does not have elevators A mandatory cleaning fee is included in this property's rental rate ## Frequently asked questions ### Is Poolside Paradise - Monthly Rental pet-friendly? ### How much is parking? ### What time is check-in at Poolside Paradise - Monthly Rental? ### What time is check-out at Poolside Paradise - Monthly Rental? ### Where is Poolside Paradise - Monthly Rental located? ## Have a question? 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