Book Holiday Homes in San Simon

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Featured Holiday Homes in San Simon

Secluded Stargazing Mecca Near Cave Creek Canyon

Secluded Stargazing Mecca Near Cave Creek Canyon

San Simon
With a stay at this vacation home in San Simon, you'll be within a 15-minute drive of Chiricahua Desert Museum and Chiricahua Gallery.
Secluded Stargazing Mecca Near Cave Creek Canyon
Sky Islands Retreat in Rodeo w/ Mountain Views!

Sky Islands Retreat in Rodeo w/ Mountain Views!

Rodeo
Located in Rodeo, this vacation home is in the mountains, a 5-minute drive from Chiricahua Desert Museum and 8 minutes from Chiricahua Gallery.
Sky Islands Retreat in Rodeo w/ Mountain Views!
Historic Adobe Home in Willcox

Historic Adobe Home in Willcox

Willcox
With a stay at this vacation home in Willcox, you'll be in the mountains, and 10.7 mi (17.3 km) from Birds and Barrels Winery and 14.8 mi (23.9 km) from Willcox ...
Historic Adobe Home in Willcox
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Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations

Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations

Rodeo
When you stay at this vacation home in Animas, you'll be in the mountains and 15 minutes by car from Chiricahua Desert Museum.
Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations
Historic Adobe Pioneer House

Historic Adobe Pioneer House

Willcox
With a stay at this vacation home in Willcox, you'll be 14.8 mi (23.9 km) from Willcox Historic Theater and 14.9 mi (23.9 km) from Chiricahua Regional ...
Historic Adobe Pioneer House
The Colibri Vineyard House

The Colibri Vineyard House

San Simon
With a stay at this vacation home in San Simon, you'll be 14 mi (22.5 km) from Myrtle Kraft Library and 19.5 mi (31.4 km) from Chiricahua Desert Museum.
The Colibri Vineyard House
Stargazer's Delight: Mtn-View Pearce Home w/ Deck!

Stargazer's Delight: Mtn-View Pearce Home w/ Deck!

Pearce
When you stay at this vacation home in Pearce, you'll be 10 minutes by car from Keeling Schaefer Vineyards.
Stargazer's Delight: Mtn-View Pearce Home w/ Deck!
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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.

San Simon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Simon vacation homes are the perfect way for you to wing it.

Holiday houses in San Simon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Simon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Simon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Simon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Simon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Simon Holiday Homes essential information

Accommodation
7 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Secluded Stargazing Mecca Near Cave Creek Canyon, Sky Islands Retreat in Rodeo w/ Mountain Views!, Historic Adobe Home in Willcox, Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations, Historic Adobe Pioneer House, The Colibri Vineyard House, Stargazer's Delight: Mtn-View Pearce Home w/ Deck!

Top trending hotels in San Simon

Secluded Stargazing Mecca Near Cave Creek Canyon

Secluded Stargazing Mecca Near Cave Creek Canyon

3 out of 5
San Simon
Located in San Simon, this cottage is within a 15-minute drive of Chiricahua Desert Museum and Chiricahua Gallery.
Secluded Stargazing Mecca Near Cave Creek Canyon
Secluded Stargazing Mecca Near Cave Creek Canyon

Secluded Stargazing Mecca Near Cave Creek Canyon

San Simon
With a stay at this vacation home in San Simon, you'll be within a 15-minute drive of Chiricahua Desert Museum and Chiricahua Gallery.
Secluded Stargazing Mecca Near Cave Creek Canyon
The Colibri Vineyard House

The Colibri Vineyard House

San Simon
With a stay at this vacation home in San Simon, you'll be 14 mi (22.5 km) from Myrtle Kraft Library and 19.5 mi (31.4 km) from Chiricahua Desert Museum.
The Colibri Vineyard House
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Days Inn & Suites by Wyndham Lordsburg

Days Inn & Suites by Wyndham Lordsburg

2 out of 5
1426 W Motel Dr, Lordsburg, NM
Fully refundableReserve now, pay when you stay
Located in Lordsburg, Days Inn & Suites by Wyndham Lordsburg is in a rural location, within a 5-minute drive of Short Park and Hidalgo County Library.
Days Inn & Suites by Wyndham Lordsburg
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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.

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^Subject to availability and chosen travel dates.