Title: The Best Hotels with a Pool in Winston from $66 in 2026 | Expedia.com [Winston Travel Guide](https://expedia.com/Winston.dx6124402)[Hotels in Winston](https://expedia.com/Winston-Hotels.d6124402.Travel-Guide-Hotels)[Vacation Rentals in Winston](https://expedia.com/Winston-Vacation-Rentals.d6124402.Travel-Guide-VacationRentals)[Flights to Winston](https://expedia.com/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)[Things to do in Winston](https://expedia.com/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities)[Car Rentals in Winston](https://expedia.com/Car-Rentals-In-Winston.d6124402.Car-Rental-Guide)[Winston Vacation Packages](https://expedia.com/Winston.d6124402.Destination-Travel-Guides) ![The Wildlife Safari is such an awesome place! It has been around for 38 years and was one of my favorite places I ever visited as a child. My children feel the same after visiting in the summer of 2014. This 600 acre park is home to over 500 animals and features a drive through park as well as a walk through viewing area, cafe and gift shop. One of our favorite parts is in a particular area of the drive-thru park, you can buy food and feed the animals which are emus and different types of deer from your car. Get your camera ready as hilarity ensues! http://www.wildlifesafari.net](https://images.trvl-media.com/place/6090413/6a7f406c-e7ef-4707-844b-63d5d9268f55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Finseth ![](https://images.trvl-media.com/place/6090413/6a7f406c-e7ef-4707-844b-63d5d9268f55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winston Hotels with a Pool Tonight [Feb 5 - Feb 6](https://www.expedia.com/Hotel-Search?regionId=6124402&startDate=2026-02-05&endDate=2026-02-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=6124402&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=6124402&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=6124402&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winston hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/f15eab6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ce1f2529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/761aa611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Roseburg [](https://www.expedia.com/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) Roseburg 8.0/10 Very Good (1,000 reviews) "Clean room,courteous staff, pleasant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie $60 nightly $66 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a14395f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/2c39fd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/54e5b16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/e08c7f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Roseburg [](https://www.expedia.com/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) Roseburg 8.8/10 Excellent (1,001 reviews) "The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene $110 nightly $120 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/a9278d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/d5713537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/5c9aa0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking (Walk-in Shower;with Sofabed) | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/1c101170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay by Best Western Roseburg [](https://www.expedia.com/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) Roseburg 8.0/10 Very Good (1,003 reviews) "Nice affordable room for overnight stay and good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arvind $84 nightly $92 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f3af2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/8c00d323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f43d880c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/bdb18fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Inn Roseburg [](https://www.expedia.com/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) Roseburg 8.6/10 Excellent (1,427 reviews) "Great check-in, the room is super clean with easy parking and a park/river view." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa $87 nightly $96 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/f7817ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/1a3bee3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/1fb5bde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/954c20e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Roseburg [](https://www.expedia.com/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) Roseburg 8.2/10 Very Good (1,002 reviews) "Room was clean, staff was courteous, and breakfast was was good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $87 nightly $95 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/847b12f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Jetted Tub | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/bafa4b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/c06638cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Garden Villa Inn [](https://www.expedia.com/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) Roseburg 8.0/10 Very Good (1,000 reviews) "Yes everything was good. I will definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki $73 nightly $80 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/603b7923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/a981c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/ff6da1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Non Smoking (Larger Unit) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f75f6461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Central Roseburg [](https://www.expedia.com/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) Roseburg 7.6/10 Good (709 reviews) "Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily $76 nightly $83 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Indoor pool, open 8:00 AM to 11:00 AM, sun loungers](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/1951ad21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/fa94fd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b60422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/40310a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Roseburg [](https://www.expedia.com/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) Roseburg 9.6/10 Exceptional (977 reviews) "I was surprised how nice the hotel was, and the staff was friendly! We had a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley $165 nightly $181 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/600fec8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/4bee0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Refrigerator & Microwave, Pool View | 1 bedroom, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/034d794f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | 1 bedroom, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/e13fafa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Inn and Suites [](https://www.expedia.com/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) Roseburg 6.0/10 (127 reviews) "Friendly staff, decent room, all around good experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $67 nightly $74 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/7b19a871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/f9ffe821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/920cc52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/85000000/84100000/84099600/84099548/371fa2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Canyonville [](https://www.expedia.com/Canyonville-Hotels-Canyonville-Inn.h84099548.Hotel-Information) Canyonville 7.4/10 Good (504 reviews) "room was clean, staff very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam $67 nightly $69 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Canyonville-Hotels-Canyonville-Inn.h84099548.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21®ionId=6124402&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winston Breakfast included Hot tub 4 stars Ocean view Spa ## Top Winston Hotel Reviews ![Super 8 by Wyndham Roseburg](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Clean room,courteous staff, pleasant stay" [](https://expedia.com/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Clean room as advertised. Staff is very helpful." [](https://expedia.com/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "Clean room, front desk exceptional..... Room kind of dated.... Good stay... " [](https://expedia.com/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Riverfront Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Great check-in, the room is super clean with easy parking and a park/river view." [](https://expedia.com/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Best Western Garden Villa Inn](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg) ### Best Western Garden Villa Inn 10/10 Excellent "Yes everything was good. I will definitely stay there again. " [](https://expedia.com/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Best Western Plus Hartford Lodge](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e_y.jpg) ### Best Western Plus Hartford Lodge 10/10 Excellent "Lou was exceptional with check in and quality assurance during the entire stay. He was knowledge and accommodating to our needs. The pool and spa were great working order and offered such a nice space to relax. One of the better Best Western stays! " [](https://expedia.com/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![SureStay by Best Western Roseburg](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc_y.jpg) ### SureStay by Best Western Roseburg 10/10 Excellent " Very comfortable thank you " [](https://expedia.com/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Quality Inn Central Roseburg](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4_y.jpg) ### Quality Inn Central Roseburg 10/10 Excellent "It was a great stop to sleep. Room was clean and spacious." [](https://expedia.com/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Winston? ### What is there to see and do in Winston? ### When is the best time to book a hotel with a pool in Winston? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near South Umpqua River ](https://www.expedia.com/South-Umpqua-River-Hotels.0-l684502648556560384-0.Travel-Guide-Filter-Hotels) - [Hotels near Wildlife Safari ](https://www.expedia.com/Wildlife-Safari-Hotels.0-l6090413-0.Travel-Guide-Filter-Hotels) - [Hotels near Abacela Winery ](https://www.expedia.com/Abacela-Winery-Hotels.0-l553248621532642236-0.Travel-Guide-Filter-Hotels) - [Hotels near Spangler Vineyards ](https://www.expedia.com/Spangler-Vineyards-Hotels.0-l553248621532642240-0.Travel-Guide-Filter-Hotels) - [Hotels near Pyrenees Vineyard & Cellars ](https://www.expedia.com/Pyrenees-Vineyard-Cellars-Hotels.0-l553248621532642239-0.Travel-Guide-Filter-Hotels) - 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[Hotels on the River in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Riverside-Hotels.0-0-d6054633-tRiversideHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Hotels-With-Free-Parking.0-0-d6054633-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Hotels-With-Hot-Tubs.0-0-d6054633-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d6054633-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Hotels-With-Adjoining-Rooms.0-0-d6054633-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Historic Hotels in Roseburg ](https://www.expedia.com/Roseburg-Hotels-Historic-Hotel.0-0-d6054633-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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[Flights from Houston (HOU) to Roseburg (RBG) ](https://www.expedia.com/lp/flights/hou/rbg/houston-to-roseburg) - [Wildlife Safari ](https://www.expedia.com/Wildlife-Safari-Winston.d6090413.Vacation-Attraction) - [Abacela Winery ](https://www.expedia.com/Abacela-Winery-Winston.d553248621532642236.Vacation-Attraction) - [Pyrenees Vineyard & Cellars ](https://www.expedia.com/Pyrenees-Vineyard-Cellars-Myrtle-Creek.d553248621532642239.Vacation-Attraction) - [Douglas County Museum of History and Natural History ](https://www.expedia.com/Douglas-County-Museum-Of-History-And-Natural-History-Roseburg.d553248621532642241.Vacation-Attraction) - [Stewart Park ](https://www.expedia.com/Stewart-Park-Roseburg.d553248621561869686.Vacation-Attraction) - [Visit Roseburg ](https://www.expedia.com/Roseburg.dx6054633) - [Roseburg Vacations ](https://www.expedia.com/Roseburg.d6054633.Destination-Travel-Guides) - [Car rentals near Wildlife Safari ](https://www.expedia.com/Car-Rentals-In-Wildlife-Safari.d6090413.Car-Rental-Guide) - 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