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An aerial view of a vacation rental in Scottsdale, Arizona.
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Winter Rentals in Scottsdale, AZ

Outdoors fire pit home view in Scottsdale AZ.

Winter Rentals in Scottsdale, AZ

Local Info | December 23, 2022 | SWSS Staff

…with Gorgeous Backyards & Cozy Amenities.

Winter is one of the best times of the year to visit Scottsdale, Arizona—with balmy temperatures and sunshine year-round, Scottsdale is the ultimate outdoor playground you can enjoy while the rest of the country is bundled up inside in the snow.

Whether you’re planning to visit Scottsdale for a holiday vacation, snowbird destination, highly-anticipated sporting event, or a month-long getaway to escape the cold, it’s important to find the perfect winter rentals in Scottsdale, AZ, for you, so you can truly soak in the beautiful weather and fun activities the city has to offer! 

Top Winter Vacation Rentals in Scottsdale

Check out these amazing winter vacation rentals in Scottsdale, AZ, from Stay With Style Scottsdale:

1. Pickleball Ranch

Pickleball Ranch is the perfect seasonal rental for your vacation in Scottsdale if you’d like to soak up the sunshine outside during your vacation! This six-bedroom, six-bathroom property features an open-concept layout, bohemian-style décor, and a detached guest house for extra privacy.

Pickleball Ranch in Scottsdale AZ expansive view
Pickleball Ranch View

However, you’ll probably spend most of your time in this property’s fabulous backyard. Enjoy lounging around one of three contemporary fireplaces, soak in the private pool or hot tub, or play golf, pickleball, or basketball at one of the well-lit courts or courses in the backyard.

  • Length: Short-Term Rental
  • Size: 5,500 square feet
  • Guests: Sleeps 12

Book Your Next Vacation in Scottsdale

Find your perfect getaway with unparalleled luxury in Scottsdale! Choose from our premier rental properties and secure your spot for an indulgent Arizona retreat.

2. Wine Down

Wine Down is a three-bedroom, 2.5-bathroom monthly rental located within walking distance of Kierland Commons & Scottsdale Quarter and just a one-mile drive from the TPC Champions Course, where the Waste Management Phoenix Open is played in February.

This contemporary home offers spectacular amenities, such as an open-concept kitchen and a 300+ bottle glass wine cellar (hence the name). Outside, you’ll have the chance to enjoy a resort-style heated pool, hot tub, barbecue grill, and built-in bar for alfresco dining.

  • Length: Monthly Rental
  • Size: 2,400 square feet
  • Guests: Sleeps 6

3. Ultimate Compound

The Ultimate Compound Pool View for Winter Rentals in Scottsdale Arizona
Ultimate Compound Pool View

Ultimate Compound is the perfect property for family reunions, corporate retreats, or other large group gatherings over the holidays. This seven-bedroom, seven-bathroom, resort-style property features a modern home, attached casita, and luxurious bunkhouse surrounded by a sprawling backyard!

You and your guests will love the heated pool, hot tub, horseshoe pit, outdoor pool table, outdoor kitchen, and other fabulous backyard amenities for you to enjoy on this expansive property.

  • Length: Short-Term Rental
  • Size: 5,700 square feet
  • Guests: Sleeps 24

4. Park Place

Park Place is a three-bedroom, three-bathroom monthly rental perfect for a month-long stay in Scottsdale. Located next to TPC Scottsdale, Scottsdale Quarter, and Kierland Commons, it’s ideal for those who would like to attend the “Greatest Show on Grass” or do some holiday shopping at some of the city’s best outdoor malls.

Park Place features a contemporary design, minimalist décor, and outstanding amenities, including a cozy fireplace and pool table. The home features a resort-style backyard with a heated swimming pool, covered patio, outdoor grill, and fire pit, so you can soak up the sunshine while staying at this stylish month-long rental!

  • Length: Monthly Rental
  • Size: 2,520 square feet
  • Guests: Sleeps 6

Fun Things to Do During Winter in Scottsdale, AZ

Winter is one of the best times of year to get out and explore the “great outdoors” in Scottsdale, Arizona! When you aren’t enjoying the outdoor pools or cozy fireplaces at your vacation rental, check out some of these top things to do in Scottsdale:


Golfer performs a golf shot
Golfer performs a golf shot from the fairway.

Scottsdale is known for its hundreds of beautifully-manicured golf courses, and with gorgeous weather—winter is the perfect time to enjoy them.

While you’re visiting Scottsdale over the winter, don’t miss the chance to check out the Grayhawk Golf Club, TPC Scottsdale Golf Course, or Troon North Golf Club. If you catch a (rare!) rainy winter day in Scottsdale, head inside to some of the best indoor golfing spots in Scottsdale, like TopGolf.

Book Your Next Vacation in Scottsdale

Find your perfect getaway with unparalleled luxury in Scottsdale! Choose from our premier rental properties and secure your spot for an indulgent Arizona retreat.


There are tons of outdoor activities to enjoy in Scottsdale, including mountain biking, hot air balloon rides, horseback riding, and ATV adventures. However, hiking is one of the top things to do in Scottsdale during the winter!

While the weather is nice, check out some of the best hikes in Scottsdale in Pinnacle Peak Park, Camelback Mountain, and the McDowell Sonoran Preserve. 

Outdoor Dining

friends enjoying scottsdale restaurant
Friends dining out.

Winter is the perfect time for outdoor dining in Scottsdale, so while you’re visiting, don’t miss the chance to book an outdoor table at one of the best restaurants in Old Town Scottsdale. Citizen Public House has a lovely patio where you can sit and enjoy dinner, while the quaint outdoor patio at Farm and Craft Scottsdale is perfect for brunch

If you’re feeling up for it, you can even stop at one of the best farmers markets in Scottsdale, like the one in Old Town Scottsdale, to pick up fresh fruits, vegetables, and homegrown ingredients to make a meal in your rental kitchen that you can enjoy in the backyard! 

Best Winter Events in Scottsdale, AZ

Some of Scottsdale’s most highly-anticipated events occur during the winter months. These are just a few of the most popular events that occur just a short distance from our winter rentals in Scottsdale!

Waste Management Phoenix Open

The Waste Management Phoenix Open, also known as the “Greatest Show on Grass,” attracts over 700,000 guests to the TPC Scottsdale Champions Course in Scottsdale, Arizona, each February. During this time, vacation rentals book up fast, so reserve your rental several months in advance if you want to attend this popular winter event! 

Barrett-Jackson Car Auction

The Barrett-Jackson Car Auction is another seasonal event in Scottsdale that attracts up to 50,000 visitors annually. If you’re looking for something fun to do while visiting Scottsdale during January, this iconic car auction at WestWorld of Scottsdale is a great event to attend. 

Holiday Events in Scottsdale

Are you planning a visit to Scottsdale during the holidays? If so, you can enjoy many fun events to celebrate Christmas & New Year’s Eve in Scottsdale. 

During the holiday season, spend a romantic evening at the Desert Botanical Garden’s Los Noches de Las Luminarias, head to Zoo Lights at the Phoenix Zoo with the kids, or enjoy one of the best holiday light displays in Scottsdale at “Christmas at the Princess” at the Fairmont Scottsdale Princess.

Book Your Seasonal Winter Rental with Stay with Style Scottsdale

Winter Vacation Rentals in Scottsdale Scenic View

If you’re planning a vacation to Scottsdale, Arizona, this winter, look no further than our seasonal rentals for a comfortable, cozy place to stay. Feel free to check the availability of the homes listed or browse our dozens of other properties to find the perfect fit for you!

Book Your Next Vacation in Scottsdale

Find your perfect getaway with unparalleled luxury in Scottsdale! Choose from our premier rental properties and secure your spot for an indulgent Arizona retreat.


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