Luxury Vacation Rentals in Scottsdale
Experience the best of Scottsdale in our premium vacation homes. Private pools, game rooms, and resort-style amenities — perfect for large groups, bachelor/bachelorette parties, and family getaways. Book direct for best rates.
Both homes are in Scottsdale, with access to Old Town, Paradise Valley, Camelback Mountain, Cave Creek, Carefree and Phoenix Sky Harbor. Compare every market on the Trailstead places to stay hub, or read our Scottsdale getaway guide.
330+ Days of Sunshine
Perfect weather year-round for outdoor activities
Entertainment Paradise
Golf, spas, dining, nightlife, and outdoor adventures
Regional Access
Access via Phoenix Sky Harbor International Airport
Luxury Experience
World-class amenities in every property
Luxury Vacation Homes in Scottsdale, AZ
Premium properties with pools, game rooms, and everything you need for an unforgettable desert getaway.
The Sunkiss
Pool, hot tub and sport court minutes from Old Town
Property Highlights
- Private sport court with basketball and pickleball
- Private pool and hot tub
- Putting green and lawn games
- Minutes from Old Town Scottsdale
Scottsdale Social
Resort-style group retreat near Old Town
Property Highlights
- Near Old Town Scottsdale
- Private pool and hot tub
- Basketball and mini golf
- 15+ games
What's Nearby?
Our Scottsdale vacation rentals put you close to the best the Valley has to offer.
Old Town Scottsdale
Galleries, restaurants and nightlife
Camelback Mountain
Iconic hiking trails
TPC Scottsdale
Championship golf
Phoenix Sky Harbor
Regional airport access
Talking Stick Resort
Entertainment and dining
Scottsdale Fashion Square
Shopping and dining
Planning around a game, concert or festival? See confirmed Scottsdale and Phoenix metro events near both Arizona homes.
Planning your Scottsdale getaway
Ready to Book Your Scottsdale Getaway?
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Scottsdale travel guides & STR insights
Seasonal guides for Old Town Scottsdale, group travel, and how Trailstead operates luxury short-term rentals in the Sonoran Desert.
Your Ultimate Guide to a Scottsdale, Arizona Getaway
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Portfolio: Trailstead Properties
Browse every Trailstead Capital vacation rental across Arizona, Montana, and Oklahoma.
Places to Stay: All Trailstead Markets
Compare Trailstead properties in Montana, Scottsdale and Oklahoma City, with links to each stay's own site.