Book Holiday Homes in San Simon

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in San Simon

Four Bar Cottages: The Hacienda

Four Bar Cottages: The Hacienda

Portal AZ
The price is NZ$272 per night from 2 June to 3 June
NZ$272
2 June - 3 June
includes taxes & fees
Stay at this holiday home in Portal. Enjoy balconies, cable/satellite TV service and an in-room coffee maker. Popular attractions Chiricahua Desert Museum and ...
Opens in a new windowFour Bar Cottages: The Hacienda
Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations

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

Rodeo NM
Stay at this family-friendly holiday home in Animas. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Chiricahua Desert Museum and Chiricahua ...
Opens in a new windowPrivate Estate for Family Reunion, Weddings, Business Retreat, and Vacations
Wine Country Adobe | Historic Willcox Retreat

Wine Country Adobe | Historic Willcox Retreat

Willcox AZ
The price is NZ$615 per night from 10 May to 11 May
NZ$615
10 May - 11 May
includes taxes & fees
Stay at this holiday home in Willcox. Enjoy a garden, laundry facilities and balconies.
Opens in a new windowWine Country Adobe | Historic Willcox Retreat
Save an average of 15% on thousands of hotels when you're signed in
The Pioneer House | Willcox Wine Country Cottage

The Pioneer House | Willcox Wine Country Cottage

Willcox AZ
The price is NZ$631 per night from 11 May to 12 May
NZ$631
11 May - 12 May
includes taxes & fees
Stay at this holiday home in Willcox. Enjoy patios, an in-room coffee maker and air conditioning.
Opens in a new windowThe Pioneer House | Willcox Wine Country Cottage
The Colibri Vineyard House

The Colibri Vineyard House

San Simon AZ
Stay at this holiday home in San Simon. Enjoy free Wi-Fi, a garden and patios. Popular attraction Heart of Rocks is located nearby.
Opens in a new windowThe Colibri Vineyard House
2-bedroom house in lovely San Simon with cool AC

2-bedroom house in lovely San Simon with cool AC

San Simon AZ
The price is NZ$213 per night from 12 May to 13 May
NZ$213
12 May - 13 May
includes taxes & fees
Stay at this holiday home in San Simon. Enjoy free Wi-Fi, laundry facilities and patios.
Opens in a new window2-bedroom house in lovely San Simon with cool AC
Book your stay today and start planning your desert escape!

Book your stay today and start planning your desert escape!

San Simon AZ
The price is NZ$272 per night from 7 June to 8 June
NZ$272
7 June - 8 June
includes taxes & fees
Stay at this holiday home in San Simon.
Opens in a new windowBook your stay today and start planning your desert escape!
Don't see what you're looking for?
See all available properties in San Simon
View all properties
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
NZ$213
Highest Price
NZ$631
Popular accommodation
Four Bar Cottages: The Hacienda, Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations, Wine Country Adobe | Historic Willcox Retreat, The Pioneer House | Willcox Wine Country Cottage, The Colibri Vineyard House, 2-bedroom house in lovely San Simon with cool AC, Book your stay today and start planning your desert escape!

Top trending hotels in San Simon

Four Bar Cottages: The Hacienda

Four Bar Cottages: The Hacienda

Portal AZ
The price is NZ$272 per night from 2 June to 3 June
NZ$272
2 June - 3 June
includes taxes & fees
Stay at this holiday home in Portal. Enjoy balconies, cable/satellite TV service and an in-room coffee maker. Popular attractions Chiricahua Desert Museum and ...
Opens in a new windowFour Bar Cottages: The Hacienda
The Colibri Vineyard House

The Colibri Vineyard House

San Simon AZ
Stay at this holiday home in San Simon. Enjoy free Wi-Fi, a garden and patios. Popular attraction Heart of Rocks is located nearby.
Opens in a new windowThe Colibri Vineyard House
Secluded Stargazing Mecca Near Cave Creek Canyon

Secluded Stargazing Mecca Near Cave Creek Canyon

3 out of 5
San Simon AZ
Stay at this cottage in San Simon. Enjoy free parking, patios and in-room fireplaces. Popular attractions Chiricahua Gallery and Chiricahua Desert Museum are ...
Opens in a new windowSecluded Stargazing Mecca Near Cave Creek Canyon
Save an average of 15% on thousands of hotels when you're signed in
Book your stay today and start planning your desert escape!

Book your stay today and start planning your desert escape!

San Simon AZ
The price is NZ$272 per night from 7 June to 8 June
NZ$272
7 June - 8 June
includes taxes & fees
Stay at this holiday home in San Simon.
Opens in a new windowBook your stay today and start planning your desert escape!
Don't see what you're looking for?
See all available properties in San Simon
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.