Vacation rentals in San Simon

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Top-rated vacation rentals in San Simon

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Top guest favourite
The exterior of a newer construction desert home is displayed, featuring a light-colored stucco facade and a covered porch with wooden beams. A gravel driveway leads to the entrance, surrounded by sparse desert vegetation and views of the mountains in the background.
Home in Portal
4.92 out of 5 average rating, 190 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.

Top guest favourite
A silhouette of storage silos against a dramatic sunset, showcasing shades of orange and purple in the sky. The horizon features distant mountains, and open fields are visible in the foreground, contributing to the rural charm of the landscape.
Farm stay in Willcox
4.96 out of 5 average rating, 146 reviews

The Scale House

Take it easy at this unique and tranquil getaway. The Scale House is located in the heart of wine country. It is across the road from a beautiful Vineyard and within 3 miles of six more vineyards. The night sky is perfect for stargazing. If you are a bike rider, you are in the perfect area. It is located next to an elevator that was used for 50 years before farming changed in the valley. The scales were removed and the house has been remodeled making it feel new and comfortable for a night away.

Top guest favourite
A cozy living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A small coffee table sits in front, accompanied by a patterned area rug. Soft light filters through a large window, complemented by a welcoming entry door featuring a friendly greeting.
Guesthouse in Cochise County
4.99 out of 5 average rating, 227 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 Iron Skillet which serves breakfast and lunch ,while TJ's bar and grill serves meals all day. Wonderful BBQ! Lots of History with Tombstone just an hour away. Kartchner Caverns State Park is 45 minutues away. Don't forget our wines!

Guest favourite
A green adobe home is nestled among tall trees, surrounded by natural grass and desert plants. The structure’s rounded features and large windows reflect a harmonious connection to the landscape, while the sky above exhibits a soft overcast hue.
Home in Cochise
4.92 out of 5 average rating, 130 reviews

Cochise Stronghold Canyon House

Take it easy at this unique and tranquil getaway. Walk out the front door and into the mountains for an adventure or relax under the peaceful oaks and simply recharge. This classic adobe brick home captures simple luxury. Listen to the creek babble, run or roar when the rains come. Observe the lifeblood of the desert from the private bridge that crosses it. Bring your horses or pack goat and set them to roam in the paddock. Soak the stillness and take in the starry nights far from city lights.

Top guest favourite
The exterior of the cabin is viewed from the patio, featuring a covered seating area with two chairs and a small table. A door leads into the cabin, with a privacy curtain partially drawn. An outdoor shower and a separate utility area are also visible.
Tiny homes in Dragoon
4.98 out of 5 average rating, 251 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!)

Top guest favourite
An inviting living space features terracotta tiled flooring and a large window that frames outdoor views. A round fireplace sits against a warm-colored wall, and a chandelier hangs from the wooden ceiling beams. Two lamps illuminate a small table near a patterned area rug.
Home in Cochise County
4.95 out of 5 average rating, 343 reviews

Indian Ridge Casita

The Casita (large studio type) sits up above Sulphur Springs Valley at 4400', much cooler temps, over looking Cochise Stronghold and the Dragoon Mountains. Secluded, and views galore. Chirachua National Monument, Whitewater Preserve, Fort Bowie, Willcox, good food, wineries, old western town. If you have horses, we have accommodations on our other property for them . Only two pets are allowed. Must have approval from host if more are requested. Pets MUST be listed in booking details.

Top guest favourite
The exterior of the guest house is shown under a vibrant blue sky adorned with white clouds. The structure features a green metal roof, white walls, and large windows. A tree and pebbled ground surround the building, enhancing its tranquil setting.
Apartment in Willcox
5 out of 5 average rating, 187 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!

Top guest favourite
A spacious bedroom features a wooden bed adorned with a patterned blanket. Natural light streams in through a window with sheer curtains, illuminating the turquoise walls. A wooden dresser and mirror complement the decor, while a textured rug adds warmth to the floor.
Farm stay in Rodeo
4.95 out of 5 average rating, 168 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.

Top guest favourite
The exterior of the bunkhouse features a welcoming porch with a vibrant red door and light pink walls. A bench and small chair are situated on the patio, surrounded by greenery and a rock border. A small American flag adds a touch of character.
Bungalow in Tombstone
4.9 out of 5 average rating, 418 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!!

Top guest favourite
A scenic view of rugged mountains is framed by lush greenery and blooming flowers. The foreground features a soft-colored adobe wall with wooden railing, enhancing the connection to the surrounding natural landscape.
Guesthouse in Portal
5 out of 5 average rating, 163 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.

Top guest favourite
A vibrant red bird is perched on a railing, showcasing its distinct coloring. The background features soft greenery, suggesting a natural environment. The bird is positioned clearly, allowing for appreciation of its details against the blurred foliage.
Home in Willcox
4.93 out of 5 average rating, 174 reviews

"Birdsong Hideaway"

Just off interstate 10, a peaceful, comfortable country setting. The surrounding trees are home to many species of birds. Very close to all the amenities that historical Willcox AZ has to offer. Centrally located near wineries and tasting rooms. Numerous restaurants and museums very close. Sit on the front porch and view the beautiful Dos Cabezas Mountains. House is equipped with handicap ramp and bathroom hand bars.

Top guest favourite
A view of the exterior of The West-End Hideaway showcases a charming wooden building with a sloped roof. A stone pathway leads to the entrance, enhanced by two seating areas with colorful chairs. The foreground features a gravel landscape, while a dramatic sunset fills the sky, casting warm hues.
Guesthouse in Tombstone
4.99 out of 5 average rating, 211 reviews

Cozy, Private, Sunset View

Located on historic Allen Street. Within eight minutes walking and two minutes driving time to the Tombstone Historic District. Private entrance and lighted covered parking. The property is fenced and secured for child and pet safety. Queen Bed & Queen Sofa Sleeper. Refrigerator W/ice maker & water, microwave, coffee pot, toaster oven. Has all modern comforts with a true Old West ambience. Fantastic Sunset View!

Popular amenities for San Simon vacation rentals

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