Some info has been automatically translated. Show original language

Vacation rentals in San Simon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Simon

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
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, 199 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 favorite
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, 159 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.

Guest favorite
A cozy living room is filled with comfortable seating, including brown leather couches and an armchair. A wooden coffee table sits in the center, adorned with magazines and a plant. Natural light enters through a window, complemented by warm, earthy decor elements.
Ranch in Willcox
4.86 out of 5 average rating, 111 reviews

Cowboy Hideaway

Our little place is surrounded with all the nature and wildlife one needs. The peace and quiet with endless starry nights are relaxing and rejuvenating for the soul. Bring your family and enjoy our newly renovated 3 bedroom 2 bath home. It offers plenty of space with a fenced back yard and firepit for those beautiful nights. It also boasts a 7 stall barn for your horses so no one is left home alone. With just a short drive you can be at endless trails, historic towns, vineyards and family farms.

Top guest favorite
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
4.93 out of 5 average rating, 137 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 favorite
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 home in Dragoon
4.98 out of 5 average rating, 257 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
Home in Safford
4.97 out of 5 average rating, 187 reviews

Spacious Central Ave. Home

Let this be your home away from home. Enjoy your clean comfortable stay in this family friendly home. This home is deceivingly large and spacious. Including a large back yard for extra parking. Inside you will find 2 bedrooms with plush comfy beds, one bathroom, a large kitchen and dinning room, along with a spacious living room offering a pull out couch for extra sleepers. Each bedroom has its own AC unit. Centrally located in a peaceful neighborhood, making your stay nice and convenient.

Top guest favorite
Home in Cochise County
4.95 out of 5 average rating, 363 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 favorite
Cabin in Tombstone
4.95 out of 5 average rating, 445 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 favorite
The kitchen features a central island with seating for three, complemented by wooden bar stools. White cabinetry and a gray refrigerator create a modern atmosphere. Pendant lights hang over the island, illuminating the workspace, while large windows provide natural light.
Home in Willcox
4.99 out of 5 average rating, 222 reviews

Quail Run Hideaway

Quiet country setting one mile from Willcox. Well behaved pets welcome, doggy door fenced in area. Sit quietly on the back deck to see birds including quail come to feed. Bird seed is provided. Sit on the front deck in the evenings and enjoy the hoot of our resident Great Horned Owl. The Sandhill cranes fly over in the morning and early evening, this happens in the late fall thru the middle of March. Several wine tasting rooms are available in Willcox and the surrounding area.

Top guest favorite
The entrance to the Hacienda Cottage is highlighted, featuring a wooden door with a sign and surrounded by neatly trimmed shrubs. A planter with vibrant flowers adds a touch of color, while a pathway leads to the door under dappled sunlight.
Cottage in Portal
4.96 out of 5 average rating, 180 reviews

Four Bar Cottages: The Hacienda – Cozy with Birds

Relax in rustic comfort at The Hacienda Cottage, nestled on a historic horse ranch at the base of the Chiricahua Mountains. This cozy one-room stay sleeps up to 4 with a queen bed and two twins. Includes a mini-fridge, microwave, toaster, coffee maker, full bath, A/C, and satellite TV. Enjoy a peaceful back porch with bird feeders and access to our private wildlife pond. No pets, no same-day bookings, and a 2-night minimum in March–May. A quiet desert escape awaits!

Top guest favorite
A friendly donkey interacts at the window of a rustic kitchen. On the wooden countertop, a plate holds a slice of cake, accompanied by a knife. A woman, holding a glass, enjoys the moment against a backdrop of desert scenery.
Ranch in Benson
4.97 out of 5 average rating, 182 reviews

Ranchito Paraiso: Rustic Elegance Farm Stay

Just a quick 3/4 zip off I-10, Kasita Morada is the perfect desert oasis after a long drive or ideal as a weekend getaway or artist’s retreat: a rustic, elegant, artsy casita in a ranch setting, Enjoy afternoon happy hour or your morning beverage with free-roaming donkeys and sweet piggies, surrounded by phenomenal views in a peaceful setting. Kasita has an exotic "Portugal meets Old Mexico" vibe. Come here to work, create, and/or relax.

Top guest favorite
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, 210 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 )

Popular amenities for San Simon vacation rentals

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