Title: San Simon Vacation Rentals from CA $377: Short-Term Rentals for 2026 | Expedia.ca [Hotels in San Simon](https://expedia.ca/San-Simon-Hotels.d6350154.Travel-Guide-Hotels)[San Simon Car Rentals](https://expedia.ca/Car-Rentals-In-San-Simon.d6350154.Car-Rental-Guide)[San Simon Vacation Packages](https://expedia.ca/San-Simon.d6350154.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6350154&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6350154&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6350154&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6350154&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for San Simon vacation rentals ![Property grounds](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/cdf962b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/092f1445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/b99ec22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/2dadab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pioneer House | Willcox Wine Country Cottage [](https://www.expedia.ca/Willcox-Hotels-Historic-Adobe-Pioneer-House.h114393736.Hotel-Information) Willcox 9.0/10 Wonderful (2 reviews) "We chose this property because it was close to two hikes we wanted to do at Ft Bowie and Chiricauchua. Willcox is right down the road. It was the ideal spot for what we needed. Clean, comfortable and a great place to relax. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda P. CA $201 CA $377 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Willcox-Hotels-Historic-Adobe-Pioneer-House.h114393736.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109810000/109805900/109805886/58f2d45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109810000/109805900/109805886/95eb7cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109810000/109805900/109805886/24d2146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109810000/109805900/109805886/fa1bbd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Adobe | Historic Willcox Retreat [](https://www.expedia.ca/Willcox-Hotels-Historic-Adobe-Home-In-Willcox.h109805886.Hotel-Information) Willcox 10/10 Exceptional (4 reviews) "Will come back! Loved this property. Felt safe and owner was very prompt and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celina R. CA $239 CA $427 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Willcox-Hotels-Historic-Adobe-Home-In-Willcox.h109805886.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.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18®ionId=6350154&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=VR_SPRING_PROMO_6350154) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSan-Simon-Vacation-Rentals.d6350154.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSan-Simon-Vacation-Rentals.d6350154.Travel-Guide-VacationRentals) ## Top San Simon Hotel Reviews ![ Sunglow Retreat](https://images.trvl-media.com/lodging/38000000/37020000/37012100/37012030/afe76c5a_y.jpg) ### Sunglow Retreat 10/10 Excellent "The house was lovely with a great view of the mountains. It was clean inside and out, and had lots of outside seating, which we enjoyed. The kitchen was well equipped too. The hosts were responsive and helpful. It was a quiet and peaceful retreat in a beautiful setting. And it is approx. 40 minutes from the entrance to the beautiful Chiricahua National Monument, where we spent two great days hiking. There was only one negative: Fragrance from laundry products in the sheets and towels, which was quite strong and bothered us. So if you are sensitive to fragrances, be sure to tell the hosts." [](https://expedia.ca/Sunglow-Retreat-Cochise-County.h37012030.Hotel-Information) ![Comfortable, Quiet, and Remote Studio On A Working Ranch In Southern Arizona](https://images.trvl-media.com/lodging/31000000/30610000/30603000/30602969/84626064_y.jpg) ### Comfortable, Quiet, and Remote Studio On A Working Ranch In Southern Arizona 10/10 Excellent "The entire stay was fantastic. The guest house was very clean and very well stocked. There is a full kitchen and a fridge that will hold a week's groceries. The beds and pillows were very comfortable. The bath and shower were excellent. Sitting on the porch was so enjoyable with deer, turkey and birds to be seen. The ranch was beautiful with miles of road with nature to explore. Janna introduced us to their young cows, Polled Herefords, which was a treat. The Native American and family relics were very interesting. Janna and Jim took very good care of our visit. I highly recommend this VRBO. You will have a wonderful time." [](https://expedia.ca/Willcox-Hotels-Comfortable.h30602969.Hotel-Information) ![Days Inn & Suites by Wyndham Lordsburg](https://images.trvl-media.com/lodging/1000000/120000/118700/118610/beeef014_y.jpg) ### Days Inn & Suites by Wyndham Lordsburg 10/10 Excellent "Nice beds clean rooms and quiet." [](https://expedia.ca/Lordsburg-Hotels-Days-Inn-Suites-By-Wyndham-Lordsburg.h118610.Hotel-Information) ![Tiny Home with Observatory near Rodeo, New Mexico & Portal, AZ](https://images.trvl-media.com/lodging/67000000/66020000/66018900/66018867/43f78da4_y.jpg) ### Tiny Home with Observatory near Rodeo, New Mexico & Portal, AZ 10/10 Excellent "The little house was cute and comfortable and had everything we needed. The observatory was a pleasure to use and we got several nights of clear skies so was a perfect trip for us. Would recommend to anyone who wants to see some truly dark skies with all the comforts of home." [](https://expedia.ca/Animas-Hotels-Home-Observatory-Astronomers.h66018867.Hotel-Information) ![Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations](https://images.trvl-media.com/lodging/28000000/27700000/27692900/27692872/704573d8_y.jpg) ### Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations 10/10 Excellent "Wonderful place. Really nothing else like it out there. Great place for a family reunion with breathtaking views. " [](https://expedia.ca/Animas-Hotels-Private-Estate-For-Family-Reunion.h27692872.Hotel-Information) ![Four Bar Cottages: The Hacienda](https://images.trvl-media.com/lodging/119000000/118870000/118864500/118864442/c53a3eda_y.jpg) ### Four Bar Cottages: The Hacienda 10/10 Excellent "Excellent place to stay and explore the nearby area." [](https://expedia.ca/San-Simon-Hotels-Four-Bar-Cottages-The-Hacienda.h118864442.Hotel-Information) ![Historic Adobe Home in Willcox](https://images.trvl-media.com/lodging/110000000/109810000/109805900/109805886/0532d600_y.jpg) ### Historic Adobe Home in Willcox 10/10 Excellent "Will come back! Loved this property. Felt safe and owner was very prompt and accommodating. " [](https://expedia.ca/Willcox-Hotels-Historic-Adobe-Home-In-Willcox.h109805886.Hotel-Information) ![Tiny Home Studio: New Mexico Nature Retreat!](https://images.trvl-media.com/lodging/115000000/114260000/114257500/114257455/e7f634b8_y.jpg) ### Tiny Home Studio: New Mexico Nature Retreat! 10/10 Excellent "Beautiful space! Kind owners " [](https://expedia.ca/Rodeo-Hotels-Tiny-Home-Studio-New-Mexico-Nature-Retreat.h114257455.Hotel-Information) ![Historic Adobe Pioneer House](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/30b1983a_y.jpg) ### Historic Adobe Pioneer House 10/10 Excellent "We chose this property because it was close to two hikes we wanted to do at Ft Bowie and Chiricauchua. Willcox is right down the road. It was the ideal spot for what we needed. Clean, comfortable and a great place to relax. " [](https://expedia.ca/Willcox-Hotels-Historic-Adobe-Pioneer-House.h114393736.Hotel-Information) ## Find out more about San Simon You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Simon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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