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, 192 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, 149 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, 229 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, 131 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 two-story structure is highlighted by soft outdoor lighting, casting a warm glow against the wooden walls. A covered porch area is visible below, with stairs leading to the upper private entrance. The surrounding landscape is open with a nighttime sky.
Home in Tombstone
4.98 out of 5 average rating, 109 reviews

~ Tombstone ~ Quail Ridge Loft

Our private entrance entire second story has a cozy atmosphere! It’s located off Middlemarch, heading up to the adventurous Dragoon Mountain area where people like to hike and go off roading. You have a spectacular view of the Dragoon Mountains from your 32 ft patio or cozy downstairs fenced area and perfect view to watch the sunrise or sunset. We are only 4 miles (2 miles as the crow fly's) from the Historic town of Tombstone. There is a BBQ. Directv is on your 55" Smart TV. Pet friendly!

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, 347 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
Cabin in Tombstone
4.95 out of 5 average rating, 436 reviews

Authentic 1880s Miner's Cabin by Tombstone Brewery

Our original to the town adobe style miner's cabin, built in the 1880s, will take you back in time with its scenic mountain views and breathtaking night sky. The interior of the cabin has been carefully restored using a historic color palate, craftsman-style furniture, antiques and decor. Situated just a block away from Tombstone Brewery and only two blocks from historic Allen Street - walk to the best Tombstone shopping, saloons and attractions, then kick back on our porch and relax.

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, 189 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 historic adobe structure is seen surrounded by open land. The exterior features a simple, unadorned design with a metal roof and multiple windows. A green gate leads into the yard, while a few white chairs are positioned nearby, inviting a relaxed outdoor atmosphere.
Home in Willcox
4.91 out of 5 average rating, 56 reviews

Stage house in Dos Cabesas

A unique historic stage house located in quiet ghost town Dos Cabesas. Built in 1860 in the former mining town, originally made of adobe, cool in the summer and warm in the winter. Located next to the sky island wilderness, full of various animals and bird species. Experience unplugged lifestyle in rural Arizona. Close to Chiricahua mountains and Cochise stronghold, a home to ancient Apache tribe. Hot water and heat. No Wi-Fi. Bedding and kitchen supplies.

Top guest favourite
A single-story ranch house with a red roof is surrounded by desert land and evergreen trees. Mountain ranges are visible in the background under a clear sky, providing a serene and open atmosphere.
Home in Rodeo
4.98 out of 5 average rating, 204 reviews

Cienega Ranch Guesthouse SouthWest Working Ranch

Historical Rodeo, NM Cienega Ranch homesteaded by our family in 1878. Walk the paths of Geronimo, Billy the Kid and Cochise the Apache. Geronimo ate his last meal as a free man on our ranch. ( see books Portal to Paradise and Bad Company and Burnt Powder, ) 130 species observed on the ranch acerage. Visit nearby Portal Az , (18 Miles) famous destination for birders and naturalists alike. PETS UPON APPROVAL ONLY $80 per stay per animal )

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, 176 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.

Popular amenities for San Simon vacation rentals

  1. Airbnb
  2. United States
  3. Arizona
  4. Cochise County
  5. San Simon