Vacation rentals in San Simon

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Top-rated vacation rentals in San Simon

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Guest favorite

Home in Portal

4.91 out of 5 average rating, 160 reviews

Majestic Getaway in Southwest

Newer construction desert home with beautiful views of Chiricahua Mountains. 2 master bedrooms with king size beds, 2 1/2 baths, fully equipped kitchen. Den has pullout couch. Amenities: Cable, internet, washer/dryer, AC. Home is located on 4 acres in Arizona Sky Village, Portal, AZ. Minutes from Coronado National Forest. Birders Welcome! This area is one of the top birding sites in North America. Cave Creek Canyon is located nearby. For astronomers, this area has the darkest skies in the United States.

Guest favorite

Rental unit in Portal

4.98 out of 5 average rating, 182 reviews

Querencia #1

Cozy 500' 1 BR duplex. 1.5 miles from Portal. Hi-speed WiFi & Basic DishTV. Fully equipped kitchen inc. oven & furnished coffee/tea bar. Spacious covered patio w/grill perfect for enjoying dinner with hummingbirds & gorgeous AZ sunsets/sunrises. Huge fenced yard with remote gate. Back Up Generator. Owner/Mgr always physically avail.able. Walk out back gate into Coronado Forest for multiple hiking trails. Now renting both sides of duplex. Patio is shared. "New" 1bd/bath great value check site!!!

Guest favorite

Guesthouse in Portal

5 out of 5 average rating, 143 reviews

Canyon View Cottage near Portal, AZ

This is a cozy one-room cottage with bath (shower) that comfortably sleeps two on a queen-sized bed. A small refrigerator, toaster, coffeemaker (coffee/tea pods, creamer and sugar supplied), dinnerware and microwave allow you to prepare simple meals and picnic lunches for your excursions into the canyon and national forest. The wisteria covered front porch offers a place to kick back/relax with views of the surrounding mountains. We are fully vaccinated and encourage our guests to be the same.

Guest favorite

Home in Willcox

4.87 out of 5 average rating, 135 reviews

"Gila Hacienda"

Just off Interstate 10. Horse trailer friendly, with 4 horse pens available for use, 2 are covered. There is dry camping and an RV hook up. Quiet and secluded from the traffic and close to Quail Park Rodeo Arena. Wineries close and the Playa for bird watching. Beautiful hiking in the Chiricahua Mountains, Cochise Stronghold or Dragoons. Great places to eat in the area, BBQ, Mexican Food or Steak! Very centrally located. A relaxing and quiet place to come back to, from a visit in Tombstone!

Guest favorite

Tiny home in Dragoon

4.97 out of 5 average rating, 187 reviews

Studio Cabin: Glamping with Mountain Views

3:10 to Dragoon studio cabin is only 1 hr east of Tucson and 3 miles off the I-10 in the tiny town of Dragoon. Our property borders trust land w/unobstructed mountain views. We are near the Willcox Wine Trail, Cochise Stronghold, and Chiricahua Nat'l Monument. The cozy cabin is equipped with an outdoor hot shower, cassette toilet, heat/ac, kitchenette and double bed. This is glamping at its finest in Cochise country! (At 4600' elevation, we are 10-15 degrees cooler than Tucson or Phoenix!)

Guest favorite

Guesthouse in Cochise County

4.99 out of 5 average rating, 191 reviews

Cochise Stronghold Airb&b

Sandy and I invite you to enjoy a secluded hide away from the hustle and bustle of city life. We are located 4 miles from the Cochise Stronghold Mountains, The Chiricahua National Monument to the East is 45 minutes away. Our small town of Sunsites host the Talking Irons Coffee shop with wonderful pastries and all sorts of coffee, teas and breakfast items . The Local Grub serves breakfast, lunch and pizzas while TJ's bar and grill serves meals all day. Wonderful BBQ! Lots of History.

Guest favorite

Cabin in Portal

4.94 out of 5 average rating, 135 reviews

Four Bar Cottages - The Hacienda

A quaint cottage located at the base of the Chiricahua Mountains. Perfect for birders, astronomers, or families, located on a historic family-owned horse ranch. During our high season of March, April and May there is a TWO NIGHT MINIMUM STAY that is strictly enforced. We do NOT allow dogs or cats. We are self check-in: the door to the cottage will be unlocked and the key on the table. Check-in time is 3:00 pm or later and check-out time is 10:00 am. WE DO NOT ACCEPT SAME-DAY BOOKINGS.

Guest favorite

Guesthouse in Elfrida

4.97 out of 5 average rating, 157 reviews

Clean & quiet with stunning views.

Stunning mountain views! Room to breath and abundant wild life. 40 acres of open range, our little vineyard, and our gardens are all available for you to relax among. A Bird Watches Paradise. Close to Chiricahua National Monument, Turkey Creek, Coronado Nation Forest, Ft. Bowie, White Water Draw WildlifeArea, were the Sand Hill Cranes winter, Cochise Strong hold, Tombstone, Bisbee & Sierra Vista. Conveniently located near a restaurant, store and fuel station. And 420 friendly!

Guest favorite

Rental unit in Willcox

5 out of 5 average rating, 161 reviews

High Desert Dreams Guest House

The Guest House is a fully contained separate building. It is located 30 miles SE of Willcox, AZ near the Chiricahua Mountain Range. The Guest House is newly remodeled and has approximately 750 sq ft of living space. The interior is decorated in Cowboy/Mexican/Indian decor. The scenery boasts mountains, open pasture and blue skies! The Chiricahua National Monument is a short 4 miles from our place. If you are looking for a quiet and peaceful place to stay, this is it!

Guest favorite

Ranch in Benson

4.97 out of 5 average rating, 108 reviews

Ranchito Paraiso: Pet-friendly Rustic Elegance

Kasita Morada is the perfect desert getaway after a long drive or ideal as a weekend getaway: a rustic, elegant, and artsy casita in a ranch setting, a quick 3/4 mile north of I-10. Enjoy Wifi, equipped modern kitchen with spices and cookware, areas inside and outside to work remotely while enjoying phenomenal views, and a custom rainwater shower with skylight. Kasita has an exotic "Portugal meets Old Mexico" vibe. Come here to work, create, and/or relax.

Guest favorite

Farm stay in Rodeo

4.94 out of 5 average rating, 141 reviews

Geronimo Bunkhouse

Step back into history, to the time of Geronimo and the Wild West. This original bunkhouse has been lovingly restored by a local artist . Geronimo had his last meal as a free man in the Cienega Ranch bunkhouse. The Cienega Ranch was homesteaded by our great great grandfather Augustus Chenowth. Experience the working ranch and the flavor of days gone by. Explore the family graveyard where Uncle Bob's arm is buried along with family and assorted outlaws.

Guest favorite

Bungalow in Tombstone

4.89 out of 5 average rating, 346 reviews

The Hollywood Cowboy

Ultra-eclectic bunkhouse inspired by Hollywood’s depiction of the Wild-West! Authentic decor abound in the space, from the framed B movie posters to antique whisky jugs and local art to the original travel maps and promotions that bought adventure-seekers to the West on Route 66 during the golden years of America travel - one could spend the day just enjoying all there is to look at in this fun space but we guarantee the town is even better!!