Title: San Simon Vacation Rentals from $161: Search Short-Term Rentals | Expedia.com [San Simon Travel Guide](https://expedia.com/San-Simon.dx6350154)[Hotels in San Simon](https://expedia.com/San-Simon-Hotels.d6350154.Travel-Guide-Hotels)[Flights to San Simon](https://expedia.com/Cheap-Flights-To-San-Simon.d6350154.Travel-Guide-Flights)[Car Rentals in San Simon](https://expedia.com/Car-Rentals-In-San-Simon.d6350154.Car-Rental-Guide)[San Simon Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6350154&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6350154&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6350154&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6350154&startDate=2026-06-12&endDate=2026-06-14&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 ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118864500/118864442/bb731418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118870000/118864500/118864442/6c6f8c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118870000/118864500/118864442/7ac3991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/119000000/118870000/118864500/118864442/b15a8c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Bar Cottages: The Hacienda [](https://www.expedia.com/San-Simon-Hotels-Four-Bar-Cottages-The-Hacienda.h118864442.Hotel-Information) Portal 10/10 Exceptional (2 reviews) "Excellent place to stay and explore the nearby area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALEXEI $152 nightly $161 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/San-Simon-Hotels-Four-Bar-Cottages-The-Hacienda.h118864442.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/2dadab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114400000/114393800/114393736/5a7ca420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pioneer House | Willcox Wine Country Cottage [](https://www.expedia.com/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. $231 nightly $271 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Willcox-Hotels-Historic-Adobe-Pioneer-House.h114393736.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=2026-03-05&endDate=2026-03-06®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.com/deals?rfrr=VR_SPRING_PROMO_6350154) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.com/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=San+Simon%2C+Arizona%2C+United+States+of+America®ionId=6350154&latLong=32.267601%2C-109.226829&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSan-Simon-Vacation-Rentals.d6350154.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSan-Simon-Vacation-Rentals.d6350154.Travel-Guide-VacationRentals) ## Top San Simon Hotel Reviews ![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.com/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.com/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.com/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.com/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.com/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.com/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.com/Rodeo-Hotels-Tiny-Home-Studio-New-Mexico-Nature-Retreat.h114257455.Hotel-Information) ![ Sunglow Retreat](https://images.trvl-media.com/lodging/38000000/37020000/37012100/37012030/afe76c5a_y.jpg) ### Sunglow Retreat 10/10 Excellent "Love this place! Beautiful setting, quiet, peaceful. Lots of birds. House is lovely, fully furnished. Comfy bed, full kitchen. Easy access to Chiricahua, a must see. Johnny Ringo's grave is less than a mile away, check it out. Rob & Sharon are wonderful hosts! Very helpful and knowledgeable about the area and history. And great to talk to. Everything was great. We will definitely return!" [](https://expedia.com/Sunglow-Retreat-Cochise-County.h37012030.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.com/Willcox-Hotels-Historic-Adobe-Pioneer-House.h114393736.Hotel-Information) ## Find out more about San Simon **Everything you need to know about San Simon vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Simon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Simon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **San Simon vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in San Simon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Simon in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on San Simon rentals** At Expedia, we put the best San Simon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top San Simon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Simon vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Simon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in San Simon ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Vacation Homes in San Simon ](https://expedia.com/San-Simon-Private-Vacation-Homes.d6350154-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in San Simon ](https://expedia.com/San-Simon-Cottages.d6350154-aaCottages.Travel-Guide-Accommodation) - [Apartments in San Simon ](https://expedia.com/San-Simon-Apartments.d6350154-aaApartments.Travel-Guide-Accommodation) - [Guest Houses in San Simon ](https://expedia.com/San-Simon-Guest-Houses.d6350154-aaGuestHouses.Travel-Guide-Accommodation) - [Cabin Rentals in San Simon ](https://expedia.com/San-Simon-Cabins.d6350154-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in San Simon? 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