Title: Poolside Paradise - Monthly Rental - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=121132471&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Poolside Paradise - Monthly Rental - 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 ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ## 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/13000000/12600000/12599300/12599231/6ccd43af_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 8.2 Very good 1,973 reviews CA $393 CA $519 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information?chkin=2026-3-10&chkout=2026-3-11&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) Ad ![6 outdoor pools, free cabanas, pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/17000000/16210000/16203000/16202992/86ab7efa_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Oceans Edge Key West Resort, Hotel & Marina Stock Island - Pool - Pet friendly - Free WiFi - Restaurant 9.0 Wonderful 1,819 reviews CA $400 CA $534 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information?chkin=2026-4-4&chkout=2026-4-5&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) Ad ![Outdoor pool](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/9000000/8660000/8657100/8657021/bf80060e_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Key West Hotel Key West Historic District - Pool - Pet friendly - Free WiFi - Air conditioning 9.2 Wonderful 534 reviews CA $591 CA $740 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information?chkin=2026-3-8&chkout=2026-3-9&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) Ad ![Private beach, white sand, sun loungers, beach umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/20000/19400/19307/e5d5dd25_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Pier House Resort & Spa Key West Historic District - On private beach - Pool - Hot tub - Spa 9.0 Wonderful 1,052 reviews CA $845 CA $1,042 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) Ad ![4 outdoor pools, pool umbrellas, sun loungers](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/24700/24615/53d86ebf_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Parrot Key Hotel & Villas Northside Resort - Pool - Pet friendly - Free WiFi - Restaurant 9.0 Wonderful 1,315 reviews CA $463 CA $599 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information?chkin=2026-3-23&chkout=2026-3-24&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&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 - Pool - Hot tub - Free WiFi - Restaurant 9.0 Wonderful 1,006 reviews [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information?chkin=2026-3-19&chkout=2026-3-20&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) Ad ![View from property](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/f56e20a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Courtyard by Marriott Key West Waterfront Northside Resort - Pool - Hot tub - Parking included - Free WiFi 8.8 Excellent 1,004 reviews CA $476 CA $535 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2f9f83ca-0160-494f-85b2-ddec12bf4009&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. 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 - ![#TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!](https://images.trvl-media.com/place/553248635976481245/e66923bb-4dc7-449a-bbc6-f6b5c57b69c9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Naval Station 6 min walk \- 0.6 km - ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Beaches 8 min walk \- 0.7 km - ![Higgs Beach showing a beach as well as an individual female](https://images.trvl-media.com/place/6246822/85c3e283-463e-4462-91b6-cddba21dfa39.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Clarence S. Higgs Memorial Beach Park 8 min walk \- 0.7 km - ![Smathers Beach which includes a luxury hotel or resort, tropical scenes and a beach](https://images.trvl-media.com/place/6069255/906a25d3-aea9-4560-a01c-5f793021725b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Smathers Beach 13 min walk \- 1.2 km - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) 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 - Morrison's Market 12 min walk - Sandy's Café 14 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 ![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=2026-03-19&endDate=2026-03-20&selected=109003140&PinnedHotelID=109003140&HadPinnedHotel=true®ionId=-1&adults=2) ![](https://images.trvl-media.com/lodging/125000000/124560000/124559000/124558979/fde9bd64.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*CASA DEL MONO @ MIDTOWN\*\* Stunning Private Home & Pool + LAST KEY SERVICES… Midtown - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=124558979&PinnedHotelID=124558979&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/68000000/67280000/67277400/67277353/f2a23ebf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sumptuous Home w/ Private heated pool, Central AC, WiFi & Private Washer/Dryer Midtown - Pool - Kitchen - Washer - Dryer 7.0 Good 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=67277353&PinnedHotelID=67277353&HadPinnedHotel=true®ionId=-1&adults=2) ![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! Midtown - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=121481338&PinnedHotelID=121481338&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/111000000/110650000/110647700/110647657/7294debe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### FABULOUS MERMAID LAGOON! 2BD HM PRIVATE POOL WIFI AC WD FREE PARKING! White St. Gallery - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=110647657&PinnedHotelID=110647657&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, stereo](https://images.trvl-media.com/lodging/45000000/44040000/44039700/44039656/e2de1ff6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*MIDTOWN MOSAIC @ MIDTOWN\*\* Modern Private Home & Pool + LAST KEY SERVICES… Midtown - Pool - Kitchen - Washer - Dryer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=44039656&PinnedHotelID=44039656&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=121132471,109003140,124558979,67277353,121481338) ## 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? Beta Get instant answers with AI powered search of property information and reviews. 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