San Simon vacation rentals

We found 0 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in San Simon that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, which might include a garden and WiFi. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about San Simon

Why visit San Simon

  • Historic Sites: Explore the rich heritage of San Simon through its various museums and monuments.
  • Outdoor Adventures: Enjoy the scenic landscapes and outdoor activities available in nearby state parks.
  • Arizona Sky Village: Experience the stunning views and tranquility at this unique location.
  • Charming Downtown Willcox: Visit the vibrant downtown area known for its picturesque homes and local culture.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy homes and modern apartments.

Popular types of accommodation in San Simon

Planning a getaway to San Simon? You’re in for a treat. Discover the most popular vacation rentals, from cozy private homes and modern apartments to charming townhomes and studio options. Whether you’re searching for AZ homes for rent or the best cottages for your stay, we’ve got you covered with a variety of available rental homes that cater to every traveler's needs. Dive into your San Simon adventure today.

  • Houses: The top choice for visitors in San Simon, these homes offer spacious and comfortable living, perfect for families or groups looking to enjoy a home-like experience during their stay.
  • Apartments: A popular option for travelers seeking convenience and amenities, apartments provide a cozy atmosphere ideal for couples or solo adventurers exploring San Simon.**

Top attractions in and around San Simon

San Simon, Arizona, offers a fantastic blend of outdoor adventure and cultural experiences, making it an ideal vacation spot. Visitors can explore various historic sites, museums, and monuments that showcase the area's rich heritage. Whether you seek scenic landscapes or a deeper understanding of local culture, San Simon has something for everyone, ensuring a memorable getaway for families, groups, or solo travelers.

  • Geronimo Surrender Monument: This monument commemorates the historic surrender of Apache leader Geronimo. Located in San Simon, it offers a profound cultural experience, reflecting the rich history of the Apache people and their interactions with settlers.
  • Apache Springs: Situated 15 miles from San Simon, Apache Springs is a stunning water feature surrounded by beautiful scenery. It provides a perfect spot for excursions and enjoying the natural landscape, ideal for outdoor enthusiasts.
  • Chiricahua Desert Museum: Located 30 miles away, this museum showcases the cultural history and heritage of the Chiricahua region. Visitors can explore exhibits that highlight the area's unique desert environment and native culture.

Things to do recommended for couples

Searching for a romantic getaway in San Simon? Explore the stunning landscapes of the nearby Chiricahua National Monument, perfect for a couple's hike. Enjoy a cozy picnic amidst the breathtaking scenery or unwind at a quaint local diner under the starry Arizona sky.

Things to do recommended for families

Families visiting San Simon can explore the beautiful San Simon Valley, enjoy a picnic at the local parks, and take part in fun outdoor activities like hiking and birdwatching. The nearby historical sites provide educational experiences for kids while enjoying the great Arizona weather.

Things to do recommended for groups

Experience the beauty of the Heart of Rocks hiking trail, located 20 miles from San Simon. Enjoy adventure and stunning outdoor scenery with your group as you explore this picturesque destination, perfect for creating lasting memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in San Simon

If you're traveling with a group, family, or pets, or if you’re seeking longer stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to San Simon with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to San Simon with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to San Simon: For many families, a vacation wouldn't be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with food bowls and cozy beds, ensuring that all members of your family feel completely at home.
  • Planning for a long term stay visiting San Simon: You're in the perfect spot if you're searching for vacation rentals with special offers for stays of a month or more. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around San Simon

San Simon, Arizona, offers a unique blend of outdoor adventures and cultural experiences. Explore nearby attractions like the scenic Arizona Sky Village and the vibrant downtown Willcox, renowned for its charming family homes. Don't miss the state parks that showcase Arizona's natural beauty, making it an ideal destination for nature lovers and adventurers alike. Whether you're seeking relaxation or exploration, San Simon and its surroundings promise memorable experiences.

  • Portal: Nestled in the scenic landscape near San Simon, Portal is a charming village that beckons outdoor enthusiasts and adventure seekers alike. Surrounded by stunning national parks and forests, it offers a perfect backdrop for exploration. Visitors can enjoy a variety of outdoor activities, including hiking and birdwatching, while soaking in the breathtaking views of the surrounding mountains. The area's natural beauty makes it a fantastic spot for picnics and leisurely strolls, allowing travelers to fully immerse themselves in the tranquil environment.
  • Chiricahua National Monument: Located 19 miles from San Simon, Chiricahua National Monument is a haven for nature lovers and adventure seekers. This national monument features unique rock formations and diverse ecosystems, providing ample opportunities for exploration. Visitors can access various hiking trails that lead through stunning landscapes, offering a chance to experience the area's rich flora and fauna. The monument's recreational areas are perfect for picnicking and enjoying the great outdoors, making it an ideal destination for families and solo travelers alike.
  • Bowie: Situated 16 miles from San Simon, Bowie is a vibrant town that offers a mix of outdoor adventure and local culture. The city features recreational areas and a fairground, where visitors can enjoy community events and shows. The surrounding desert landscape presents opportunities for hiking and exploring the natural beauty of the region. Whether you’re looking to engage with local festivities at the fairground or simply enjoy the scenic views, Bowie is a delightful pitstop on your Arizona adventure.

Best time to go to San Simon

If you're planning a trip to San Simon, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and December, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January44.2°F (6.8°C)No Rain (Dry)SunnyAverageAverage
February48.0°F (8.9°C)No Rain (Dry)SunnyAverageModerately Low
March55.6°F (13.1°C)No Rain (Dry)SunnyAverageModerately Low
April63.3°F (17.4°C)No Rain (Dry)SunnyAverageModerately Low
May70.3°F (21.3°C)No Rain (Dry)SunnyAverageAverage
June80.8°F (27.1°C)No Rain (Dry)SunnySlightly HighAverage
July81.5°F (27.5°C)Light RainSunnySlightly HighModerately High
August79.9°F (26.6°C)Light RainSunnySlightly LowAverage
September74.8°F (23.8°C)No Rain (Dry)SunnySlightly LowModerately High
October64.8°F (18.2°C)No Rain (Dry)SunnySlightly LowAverage
November53.2°F (11.8°C)No Rain (Dry)SunnyAverageAverage
December45.0°F (7.2°C)No Rain (Dry)SunnySlightly HighModerately High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your journeys, allowing you to easily create new trips, continue from where you last stopped, or manage your itinerary. Here, you'll find your saved or booked properties neatly organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your San Simon getaway

The parks and other outdoor surroundings create an inviting atmosphere in San Simon. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural features in San Simon

Whether you're looking for adventure or just want to spend some time taking in the scenery, San Simon is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Fort Bowie National Historic Site (14.7 mi / 23.7 km)
  • Heart of Rocks (19.6 mi / 31.6 km)
  • Hot Well Dunes Recreation Area (21.2 mi / 34.1 km)
  • Apache Springs (15.1 mi / 24.3 km)
  • Granite Peak (17.5 mi / 28.1 km)

Frequently asked questions

What is the best area to stay in San Simon, Arizona, United States of America when booking a vacation rental?
When considering a vacation rental in San Simon, Arizona, the area surrounding the historic downtown offers a charming and convenient experience. This neighborhood blends small-town charm with easy access to local attractions. One of the highlights is the San Simon Historical Museum, which provides insight into the rich history of the region and is a great spot for visitors to learn about the area's cultural heritage. Additionally, the beautiful landscapes surrounding the neighborhood are superb for outdoor enthusiasts who enjoy hiking and exploring nature.

While the number of properties in this area can vary, there are several cozy vacation rentals available, ranging from quaint cottages to larger homes that can accommodate families or groups.
How much does it cost to rent a vacation home in San Simon?
Prices for vacation rentals in San Simon vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in San Simon to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for San Simon vacation house rentals?
You can find great discounts on house rentals in San Simon on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in San Simon?
In San Simon, vacation houses and cottages are the most common types of rentals, with several options available throughout the area. These properties typically provide a comfortable home atmosphere, often featuring multiple bedrooms, full kitchens, and cozy living areas. Many of these rentals are situated in quiet neighborhoods, making them ideal for travelers seeking a peaceful retreat.
Can I find long-stay vacation rentals in San Simon?
A long-stay vacation rental in San Simon is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in San Simon?
In San Simon, Arizona, there are several vacation rentals available that cater to remote work needs. These accommodations typically offer amenities such as free Wi-Fi in both public areas and guest rooms, ensuring a reliable connection for work. Many properties also provide options for printing services, which can be advantageous for business travelers. The serene surroundings of San Simon provide a peaceful environment for productivity, while the nearby attractions and natural beauty offer opportunities for relaxation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any San Simon vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in San Simon with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in San Simon?
In San Simon, popular vacation rental amenities include features that enhance comfort and convenience for travelers. Many rentals come equipped with a fireplace, great for cozy evenings after exploring the area. Kitchens are standard, allowing guests to prepare their own meals, while patios provide outdoor spaces to relax and enjoy the peaceful surroundings. Additionally, onsite parking is typically available, making it easy for visitors to access their accommodations. For those traveling with pets, many properties in San Simon are pet-friendly, ensuring that furry companions can join in on the getaway.
When is the best time to visit San Simon for a vacation rental?
The best time to visit San Simon for a vacation rental is during the peak season, which runs from December to February. This winter period attracts travelers who appreciate mild temperatures and clear skies, making it ideal for outdoor activities such as hiking and birdwatching. Daytime temperatures typically range from the mid-50s to low 70s Fahrenheit, providing comfortable conditions for exploring the stunning landscapes of southeastern Arizona.

June is another popular month to visit San Simon, especially for those looking to enjoy warmer weather and an array of local events. The days can get quite hot, reaching into the high 80s Fahrenheit, making it superb for those who thrive in the summer sun and want to immerse themselves in the region's vibrant community activities.

For those seeking more budget-friendly options, consider planning your trip in September. This month often sees fewer tourists, allowing for a more tranquil experience while still enjoying the remnants of summer warmth. It's an excellent time for scenic drives and quiet strolls through the picturesque desert landscape.

Ultimately, your choice will depend on whether you prefer the lively option of peak season with a range of activities or the peaceful charm of September's quieter days.
How early should I book a San Simon vacation rental?
Book your San Simon vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my San Simon home rental booking on Vrbo?
To find San Simon vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the San Simon vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas