Photo by Rawan

San Simon Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in San Simon

Secluded Stargazing Mecca Near Cave Creek Canyon

3.0 star property
Secluded Stargazing Mecca Near Cave Creek Canyon

Secluded Stargazing Mecca Near Cave Creek Canyon

10.0 out of 10, Exceptional, (4)
"This cottage was a perfect fit for birders, away from the crowds and excellent open range area to catch the morning and dawn bird activity. The location is a short drive to the Chiricahuas. Our hostess was very accommodating, the rooms were well furnished and this provided a perfect base for our stay."
Secluded Stargazing Mecca Near Cave Creek Canyon

The Colibri Vineyard House

The Colibri Vineyard House

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

10.0 out of 10, Exceptional, (76)
"This was our second visit to the Painted Pony and it was again a delight for everyone from the four-year old, through the tweens and teens, my grown and married children, and for Grandma and Grandpa. Lots of space, lots of fun things to do (swimming, sauna, basketball, pool, ping pong, etc. It is in the middle of nowhere, which we LOVED! Close to the Chiricahua Mts with great easy and hard hikes. The hosts were very responsive also."
Private Estate for Family Reunion, Weddings, Business Retreat, and Vacations

Four Bar Cottages: The Apache

The price is AU$291
includes taxes & fees
6 Aug - 7 Aug
Four Bar Cottages: The Apache

Four Bar Cottages: The Hacienda

The price is AU$251
includes taxes & fees
12 Aug - 13 Aug
Four Bar Cottages: The Hacienda

Comfortable, Quiet, and Remote Studio On A Working Ranch In Southern Arizona

10.0 out of 10, Exceptional, (134)
"Quaint, relaxing, good communication with host, comfortable beds, clean, fluffy towels, relaxing location with lots of stars and beautiful sunsets. Would definitely stay here again."
Comfortable, Quiet, and Remote Studio On A Working Ranch In Southern Arizona

Sky Islands Retreat in Rodeo w/ Mountain Views!

10.0 out of 10, Exceptional, (15)
"Perfect location for the area. House was clean and well stocked. Will be going back next year. "
Sky Islands Retreat in Rodeo w/ Mountain Views!

Historic Adobe Home in Willcox

10.0 out of 10, Exceptional, (3)
"The mysterious historic vibeGracious living settingBarbecuing on the flat grillViewing the full moon through the telescope! The scenery"
The price is AU$348
includes taxes & fees
4 Aug - 5 Aug
Historic Adobe Home in Willcox

Near Rodeo, NM and Portal, AZ

10.0 out of 10, Exceptional, (36)
"Perfect place to stay when in the area"
Near Rodeo, NM and Portal, AZ

Historic Adobe Pioneer House

10.0 out of 10, Exceptional, (1)
"We chose this property because it was close to two hikes we wanted to do at Ft Bowie and Chiricauchua. Willcox is right down the road. It was the ideal spot for what we needed. Clean, comfortable and a great place to relax. "
Historic Adobe Pioneer House

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

10.0 out of 10, Exceptional, (1)
"If you like looking at the stars or spending time in the Chiricahuas, this is a great place to stay. The unit has all the essentials -- a well-appointed kitchen for cooking whatever you want, a comfortable living room with a huge TV for relaxation time, and a nice bathroom with jetted tub. The huge back deck with the two concrete pads with power and ethernet connections are excellent features if you bring your own telescope. Even without a telescope, it's great to just relax on the deck and look...
Stargazer's Delight: Mtn-View Pearce Home w/ Deck!

Private RV Site with Personal Observatory Access

Private RV Site with Personal Observatory Access

Sky Islands Retreat in Rodeo w/ Mountain Views!

3.0 star property
Sky Islands Retreat in Rodeo w/ Mountain Views!

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

3.0 star property
Stargazer's Delight: Mtn-view Pearce Home w/ Deck!

Tiny Home Cottages: New Mexico Nature Retreat

2.5 star property
Tiny Home Cottages: New Mexico Nature Retreat

Tiny Home Cottages: New Mexico Nature Retreat

Tiny Home Cottages: New Mexico Nature Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Simon Hotel Reviews

Frequently asked questions

Can I find holiday rentals in San Simon?

Yes, there are holiday rentals close to the most popular sights in San Simon, or you can select a more secluded option if you're looking for a relaxing stay. San Simon is known for its parks.

What are some of the best holiday rentals that San Simon has to offer?

Secluded Stargazing Mecca Near Cave Creek Canyon: This highly rated holiday home rental in San Simon offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind. Some other homes for rent in San Simon include The Colibri Vineyard House and Four Bar Cottages: The Apache.

How many holiday rentals will I find in San Simon?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your San Simon stay.

What can I see and do in San Simon?

While you're exploring the area, Fort Bowie National Historic Site and Granite Peak are a couple of picturesque spots to get outside and enjoy nature. Other places in town to visit include Geronimo Surrender Monument and Myrtle Kraft Library.

What are holiday rentals like in San Simon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Simon. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip.