Vacation Rentals By Owner In Carefree, AZ

$1510.53

Lux Scottsdale/ Carefree family retreat golf pool

Carefree, Arizona, United States

Welcome to one of Pamela’s Premier Properties! brBring the whole family to this luxurious resort-like Mediterranean retreat! It was built with comfort and elegance in mind with 6 bedroom and 4.5 bathrooms. Sleeps up to 16. 16 people is the max at any given time allowed. Spend your days soaking up the sun by the pool while the kids play in the garage game room, watch movies in the theatre room or play on the playground. There is also a putting green and hot tub. You’ll love the extra little treasures you’ll find while exploring the beautiful private gated almost 2 acres.brbr*** PLEASE NOTE: this is NOT the house to rent for weddings or parties*** Please don’t even ask. brbrbrExcessive guest count or excessive noise will not be tolerated. Very exclusive neighborhood and closely monitored. Please be advised of rules before booking as we have systems in place to immediately detect and shut down large group gatherings. If this happens you will be forced to leave and no refund will be given. Per Carefree city policy, we require ID verification prior to your stay. Once you book, we ask that you send a photo of your ID along with a selfie of you holding your ID. We also must get your guest count, and per city rules again we have a max of 16 guests. We want you to relax, have fun and enjoy yourself of course… but these policies are necessary due to the popular trend of pay per attendance “mansion parties “. brbrTheater room/ Game room/ Billiards room/ Hot tub/ Pool/ Grill/ Firepit/ Kids playground/ 7 hole , 3 chipping putting green/ Fully equipped kitchen/ Outdoor eating areas/ Beautiful hand painted murals/ 7,100 sq ft/ private gated walled almost 2 acres of lush colorful landscaping with some fun outdoor artsy handmade animals scattered about.brbrBedroom 1: King Bed / Bedroom 2: King Bed / Bedroom 3: King Bed / Bedroom 4: King Bed / Bedroom 5: Queen Bed / Bedroom 6: Queen Bed and triple full size bunk along with 3 twin rollaway beds. We also have a pack and play for the little one.brbrINDOOR LIVING: Smart TV’s, pool table, ping-pong table, pop a shot, arcade games, gaming table, gas fireplaces, baby grand piano, en-suites, jetted tub, walk-in closet, and board games.brbr OUTDOOR LIVING: Gas grill, outdoor dining areas, balconies, gas fire pit, umbrellas, lounge chairs, putting green, trampoline, playground, pool, hot tub, corn hole and fountains.brbrKITCHEN: Fully equipped with central island, breakfast bar with seating, Keurig coffee maker, coffee grinder, toaster, blender, crockpot, spices, cooking basics, dishware/flatware, two refrigerators, highchair etc.brbrGENERAL: Central Air conditioning and heating, washer/dryer, detergent, linens and towels, hairdryer, hangers, ceiling fans, iron/board, trash bags and paper towels etc.brbrSUITABILITY: 7 steps required to enter, 2 story, bedroom and bathroom on main floor, 5 exterior security cameras facing out, pet friendly with paid fee ( pre-trip), optional daily pool heat fee ( paid pre-trip, applied to entire stay and with at least 2 days notice since pool is very large it takes this long to heat comfortably). Pool temperature would be approximately 85 degrees when heated.brbrPARKING: Driveway suitable for 5-7 cars max.brbr——The Location—-brbrNEARBY GOLF: Desert Forest Golf Course (2.1 miles), Terravita Golf & Country Club (2.1 miles), Whisper Rock Golf Club (3.3 miles), Desert Mountain Golf Club (3.9 miles), Dove Valley Ranch Golf Club (5.3 miles), Tatum Ranch Golf Club (6.8 miles), Scottsdale National Golf Club (11.5 miles), TPC Scottsdale (12.8 miles)brbrNEARBY ATTRACTIONS: Carefree Desert Gardens (1.4 miles), Cave Creek Museum (3.3 miles), Musical Instrument Museum (12.8 miles), Wrigley Mansion (26.6 miles), Hall of Flame Fire Museum (26.6 miles), Desert Botanical Garden (29.9 miles), Mystery Castle (39.8 miles)brCITY LIFE: Fashion Square (21.2 miles), Old Town Scottsdale (26.1 miles), Downtown Tempe (31.4 miles), Downtown Phoenix (33.3 miles)brbrOUTDOOR FUN: Black Mountain Trail (3.2 miles), Blue Wash Trailhead (9.2 miles), Desert Hills Trailhead (9.9 miles), McDowell Sonoran Preserve Gateway Trail (15.1 miles), Phoenix Mountain Preserve - 40th St. Trailhead (22.0 miles), Camelback Mountain (25.9 miles), Echo Canyon Trail and Recreation Area (26.7 miles)brbrAIRPORT: Phoenix Sky Harbor International Airport (33.4 miles)brbr-- POLICIES --brbr- No smoking of anything anywhere on property ( indoor or outdoor) If signs of smoking are discovered, the guests automatically authorize us to charge a $500 fee for the bradditional cleaning required. brbr- No events, parties, or large gatherings. No Dj’s hired/ outdoor music after 10pm or live bands allowedbrbr- Must be at least 28 years old to bookbrbr- Additional fees and taxes may apply if house rules broken brbr- Photo ID will be required upon check-in. No access given to house without ID matching info used to book brbr- Do not tamper with pool/ spa equipment. The pool equipment is managed remotely (wireless). It’s a complicated system and could be damaged if not done correctly. brbr- No weapons allowed on property brbr- Cancellation for breaking rules will result in a loss of all rents paid brbr- If internet goes out, we will send someone to check on it. Internet must stay plugged in. brbrWe are now implementing the Arizona laws passed recently to screen guests and protect all guests/ home owners involved. brbr-We reserve the right at all times to ask you to leave if you are breaking house rules. We also have the right to use any force or means necessary. Any charges incurred from you not leaving if asked will also be your responsibility including additional security companies used, tow trucks, or any fines added by the City of Carefree or Maricopa County Sheriff’s office. brbr- TPT 21416787brbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybrbr- NOTE: Your safety matters. This property features a Ring Doorbell device and 5 other exterior security cameras. The cameras do not look into any interior spaces or the pool and hot tub. brbr- NOTE: There is an optional daily pool heat fee of $100 (+ fees & taxes, paid pre-trip, applied to entire stay)brbrNo parking on the street.brbrThe neighborhood is very upscale and quiet. Please do not park on the street. No parties or loud music that could bother neighbors. Please keep it respectful and peaceful to enable us to maintain our relationships with neighbors. Thank you!brbrPlease note: the pool is very large, so if you are adding the pool heat fee we need 2 days notice before arrival to reach the correct temperature ( average 80-85) in order to swim. Also, there are no safety fences or gates around pool or hot tub. Hot tub does have a cover. Anyone unable to properly swim will need to be closely monitored. No lifeguards on duty at any time.brbrPer City of Carefree:brbr• Non-residential uses, including retail, restaurant, banquet space, event center, or other similar use is prohibited.brThere will be a binder on the counter full of info also I will send you a detailed email before arrival. Check in is 4:00 pm and check out is 10:00 am.

6

Bed

4

Bath

16

Sleeps

$332.13

/ Nightly

Private Vacation Home

Club Ironwood Resort Access, Desert Garden & Golf

Carefree, Arizona, United States

Summary:br Club IronwoodbrbrYour desert playground awaits—where golden hour glows, starry skies, and firelit evenings set the mood. Located in the exclusive Boulders community, this serene retreat blends Southwest charm with resort-style living.brbrThe Space:brRelax on the flagstone patio with mountain views, unwind in the Community hot tub and Heated Pool right behind the home, or dine al fresco, Inside, arched doorways, vaulted ceilings, and sunlit spaces create an effortless flow between rooms.brbr ️ 2 Bedrooms + Office | Sleeps 5brbrPrimary Suite: King bed, ensuite bath, patio accessbrbrGuest Room: 2 Queen bedsbrbrOffice: Desk + futon (ideal for a child)brbr ️ Open Kitchen & LivingbrBright, spacious, and fully equipped for shared meals or quiet mornings by the fireplace.brbr Backyard OasisbrFlagstone patio, built-in grille, mature desert landscaping & sweeping views—perfect for sunset dinners or stargazing nights.brbr ️‍♀️ The Boulders ExperiencebrEnjoy access to golf, spa, dining, tennis, and scenic walking trails—all within the gated community.brbr Dog Friendly (1 small dog, upon approval)brbrPRACTICAL FEATURESbrA welcoming patio sits at the front of the home, featuring comfortable Adirondack-style chairs framed by desert landscaping. It’s an ideal spot for morning coffee, quiet conversations, or simply enjoying the crisp desert air.brbrAdditional conveniences include a laundry room with full-size washer and dryer, a two-car garage with direct entry into the home, and smart use of storage throughout.brbrTHE BOULDERS COMMUNITYbrAs part of the Boulders community, guests also have access to an array of resort-style amenities. These include a day spa offering massage and wellness services, a heated community pool, tennis courts and several on-site restaurants. The community is also home to two acclaimed golf courses, scenic walking paths and opportunities for outdoor adventure like guided rock climbing tours on the surrounding granite formations—perfect for guests looking to blend recreation, relaxation and convenience during their stay.brbrWe are dog friendly too! While we allow one small dog (under 20 lbs, older than four years) at this property, we charge a Pet Cleaning Fee. Please provide the size and age of your dog, plus the breed and we'll get back to you from there!brbrThis home includes two bedrooms and sleeps a total of 7 guests.br- Primary Bedroom: One king bedbr- Bedroom 2: Two queen bedsbr- Office: One single futonbrbrSAFETY & SECURITYbrFor your safety and peace of mind, our homes have security cameras at the front door and along the side perimeter of the property. Our commitment to your privacy and security is paramount; these cameras do not intrude upon the privacy of the home's interior. Should you have any questions or concerns, please contact us directly.br brNATURE’S NEIGHBORSbrStaying in the Sonoran Desert offers a unique opportunity to observe a variety of local wildlife right from the comfort of your stay. You may catch glimpses of native birds, small mammals and other desert dwellers moving quietly through the landscape—perfect for nature lovers, photographers or anyone who appreciates the rhythms of the natural world. While these creatures typically keep their distance, a little awareness and care—especially when outdoors at night or near vegetation—helps ensure a safe, enjoyable experience for everyone.brbrGOLFbrThe Boulders Golf Club is one of the most iconic golfing destinations in the region—and it’s located right inside the same exclusive gated community as Club Ironwood. This award-winning resort features two distinct 18-hole championship courses designed by Jay Morrish, set against a backdrop of massive granite boulder formations and pristine desert landscape. Known for its dramatic scenery and thoughtful design, The Boulders offers a challenging yet accessible golf experience for players of all levels. Amenities include a pro shop, practice areas, and upscale dining at the clubhouse—ideal for a full day on the course or a quick afternoon round.brbrGuests have access to some of Arizona’s best public and semi-private golf just a short drive away. Legend Trail Golf Club (3.4 miles, 10 minutes) offers classic desert views and a fun, playable layout. TPC Scottsdale (14.3 miles, 25 minutes), home of the Phoenix Open, is a must-play with public access to the Champions Course and premium tee times on the Stadium Course. Kierland Golf Club (13.1 miles, 35 minutes) features 27 resort-style holes with top-notch service, while Grayhawk Golf Club (11.1 miles, 20 minutes) delivers championship-level play across two renowned courses. Troon North Golf Club (8.3 miles, 15 minutes) is a Scottsdale icon, known for its dramatic desert scenery and pristine conditions across the Monument and Pinnacle courses.brbrNEARBY ATTRACTIONSbrExplore some of the best of the Sonoran Desert and beyond. In Carefree, visit the Desert Gardens and iconic Sundial (1.6 miles, 5 minutes) for a peaceful walk among native plants and a standout photo op. Nearby Cave Creek (3.2 miles, 10 minutes) offers Western flair with local shops, galleries, and live music. brbrFor outdoor adventure, hike Spur Cross Ranch Conservation Area (7.7 miles, 20 minutes) or head to Bartlett Lake (21.7 miles, 35 minutes) for boating, fishing, and lakeside picnics. Scottsdale is also close at hand—browse high-end shops and galleries at Kierland Commons and Scottsdale Quarter (16.3 miles, 30 minutes), explore desert trails at McDowell Sonoran Preserve (14.4 miles, 25 minutes), or stroll through the art, dining, and nightlife scene of Old Town Scottsdale (26.4 miles, 45 minutes). Whether you're in the mood for nature, culture, or a bit of retail therapy, it's all within easy reach.brbrThe Neighborhood:brThe neighborhood surrounding Club Ironwood lies within the exclusive, guard-gated Boulders community in the quiet desert town of Carefree. Known for its striking granite outcroppings and high desert terrain, the area offers a sense of calm and privacy, with custom homes thoughtfully integrated into the natural landscape. Streets are wide and peaceful, ideal for walking or biking while taking in views of the mountains, golf course, and native flora. The community is meticulously maintained and feels secure, private, and removed—yet it’s only minutes from the heart of Carefree, where local shops, dining, and day-to-day essentials are easily accessible.brbrGetting Around:brThe Phoenix Sky Harbor Airport is approximately a 50-minute drive. Car rentals are highly recommended as scenic spots around the Valley are all spread out. There are also many taxi and rideshare options including Uber, Lyft and self-driving Waymo.

Bed

Bath

Sleeps

$433.51

/ Nightly

Private Vacation Home

Casa Carefree (3-Bedroom Home) with Pool - Pets Allowed by RedAwning

Carefree, Arizona, United States

Bed

Bath

Sleeps

$749.09

/ Nightly

Private Vacation Home

5BDR Oasis w/ Waterfall Pool, Hot Tub, Desert View | Desert Cascase by AvantStay

Carefree, Arizona, United States

Welcome to Desert Cascade, a serene mountainside retreat surrounded by the dramatic boulders, native flora, and wide-open skies that define Carefree. This upscale desert enclave offers a rare blend of tranquility and convenience, placing you just minutes from the art galleries and dining of Cave Creek, the golf courses of North Scottsdale, and scenic trails like Black Mountain and Spur Cross. Here, sweeping views and peaceful stillness set the tone for a slow, restorative Arizona getaway.brbrThe property unfolds across beautifully landscaped grounds, where winding stone paths, mature palms, and towering rock formations create a setting that feels both natural and sculpted. At the center is a sparkling pool with a cascading waterfall that becomes the soundtrack of your stay. A hot tub sits nearby for stargazing nights, while multiple outdoor living areas invite you to spend full days outside. A spacious covered patio offers a fireplace, a dining table for six, comfortable seating, and a built-in BBQ—ideal for grilling after a day of exploring or lingering over leisurely sunset dinners.brbrInside, high ceilings, exposed beams, and expansive windows pull the desert scenery into the home. The open-concept layout is designed for effortless group living, with a large chef’s kitchen featuring stainless-steel appliances, a generous island, and plenty of space for cooking together. The dining area seats six comfortably, while a bright breakfast nook with seating for six provides a warm place for slow morning coffee. The living room centers around a cozy fireplace and offers direct views of the pool and surrounding landscape, making it a natural gathering place from sunrise to nightfall.brbrWith five bedrooms and thoughtful separation between spaces, Desert Cascade comfortably hosts up to twelve guests. The primary bedroom features two queen beds and a private ensuite bathroom with both a shower and a tub. Two additional guest suites each offer queen beds and their own ensuite bathrooms—one with a shower/tub combination and the other with a walk-in shower. A fourth bedroom with a king bed provides additional sleeping space just steps from the main living area. For guests seeking added privacy, the detached casita offers a peaceful escape of its own, complete with a king bed and ensuite bathroom with a shower.brbrA half bathroom serves the main living spaces, and the home’s layout makes it easy for everyone to spread out while staying connected. Whether you’re savoring quiet desert mornings, exploring nearby towns and trails, or spending long afternoons by the waterfall pool, Desert Cascade offers a peaceful, scenic, and deeply inviting base for your Arizona stay.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrScottsdale, Arizona is best known as a world-class spa and golf destination. While that reputation is well-deserved, it also has an excellent art and food scene, as well as a laid-back vibe that attracts travelers near and far. When visitors aren’t playing golf, which truly is incredible here, they can enjoy year-round sunshine, hiking in the Sonoran Desert, kayaking on the Lower Salt River, and touring the Bradshaw Mountains on ATVs. Scottsdale is the place to be if you’re looking for a warm getaway that’s perfect for both adventure seekers and relaxation lovers.brbrLocal Attractions: TPC Scottsdale, Kierland Golf Club, Grayhawk Golf Club, Phoenix Mountain Preserve, ATV Tour of the Sonoran Desert, Coach House Bar, Butterfly Wonderland, Voila French Bistro, Hush Public House, McDowell Sonoran Preserve, Ancala Country Club, Grassroots Kitchen & Tap, Spa Avania, Camelback Mountain, Old Town.brbrHome Truths:br- This home allows up to 1 pet for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- Please note pool heat is available at $150 per night, brbrParking Details:br- Please make sure you park only in the designated property parking locations. If your home offers street parking, please make sure you read all posted signage.brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 30 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$191.67

/ Nightly

Private Vacation Home

Desert Oasis Retreat - Luxurious 2BR 2BR Spa Style Comfort Meets Quiet Luxury

Carefree, Arizona, United States

Escape to this brilliant 2-bedroom Carefree retreat. Unwind in the cozy living room or soak in the jetted bathtub for a truly relaxing experience. With a king bed and queen bed, this house is perfect for a small group of guests. Enjoy the tremendous views from the patio while sipping your morning coffee. Make yourself at home in this phenomenal getaway - your perfect vacation awaits! Feel free to reach out to us during your stay - we're happy to suggest local spots to check out. Please note that the minimum night stay is 30 nights per our HOA requirements.

Bed

Bath

Sleeps

$263.33

/ Nightly

Private Vacation Home

Enjoy the Arizona desert with Elegant living and all the comforts of home

Carefree, Arizona, United States

The second you walk in the door you will enjoy the serenity of this stunning Territorial home located in the Boulders. This 3 bedroom, 3 Bathroom home is the perfect retreat for you and your family to enjoy. Not only does it provide comfortable indoor living you can walk through the disappearing doors into paradise with a private patio, enjoy evenings around the outdoor fireplace, comfortable seating, surrounded by beautiful landscaping and water features. You can even watch the sunsets with a glass of wine on the upper patio deck. This home is tastefully decorated and has everything you need to make you feel at home. Perfect for holiday vacations, girls spa getaways, romantic hideaway, winter visitors, or family gatherings. (Golf cart available at home to rent $250 Monthly)

Bed

Bath

Sleeps

$345.67

/ Nightly

Villa

Desert Golf Living in The Boulders fully Furnished

Carefree, Arizona, United States

Welcome to Fairway House.  A private, fully furnished desert retreat located within the gated community of The Boulders in Carefree, Arizona.brPositioned along the 15th hole of the North Course, the home offers a quiet, scenic setting with desert views and direct fairway frontage — designed for comfortable, longer-term living.brbrThe ExperiencebrStart your mornings with coffee overlooking the desert landscape, spend your days exploring nearby hiking trails or local dining in Carefree and Cave Creek, and unwind in the evenings with peaceful surroundings and Arizona sunsets.brFairway House is designed for stays of 30 days or longer, offering a more relaxed and residential experience than a typical vacation rental.brbrThe Homebr • Fully furnished with a clean, modern desert aestheticbr • Open, light-filled living spaces with indoor-outdoor flowbr • Fully equipped kitchen for everyday use or entertainingbr • Spacious primary suite with updated bathbr • Second bedroom ideal for guests or workspacebr • Private outdoor patio with desert landscapingbr • Attached garage and storagebr • High-speed Wi-Fi and smart TVbrbrLocation brSituated within The Boulders, a gated community known for its natural rock formations, golf courses, and quiet desert setting.br • Carefree & Cave Creek: 5–10 minutesbr • Scottsdale: 20–25 minutesbr • Close to dining, shopping, golf, and hiking trailsbrbrStay Detailsbr • Minimum stay: 30 daysbr • Multi-month stays welcomedbr • Ideal for guests seeking a quiet, residential environmentbrbrIdeal Forbr • Seasonal residents / snowbirdsbr • Golf enthusiastsbr • Remote professionals or relocationsbr • Guests between homesbrbrFairway House is a place to settle in — not just stay.

Bed

Bath

Sleeps

$435.71

/ Nightly

Private Vacation Home

Relaxing Carefree Retreat-Walk to Town, Mountain View’s -Free HTD Pool & Spa.

Carefree, Arizona, United States

Welcome to Casa de la Correcaminos, were the place slows down and the beauty of the Sonoran Desert take center stage. Nestled on nearly an acre in one of Carefree‘s more desirable and walkable neighborhoods this 3302 square-foot home offers a rare combination of privacy, comfort, Mountain View’s, and easy access to town. Surrounded by mature, Desert, landscaping, towering saguaros, fruit, trees, and abundant wildlife, you’ll feel worlds away from the crowds while remaining just minutes from everything Carefree and Cave Creek have to offer. Start your morning with a cup of coffee on the patio as the Desert comes to life. Watch quail wander through the Yard, listen to birds singing, and take the views of the surrounding mountains in the morning sunlight. The neighborhood is quiet, peaceful, and ideal for a morning walk or run. In about eight minutes on foot, you can stroll into downtown Carefree to explore local shops, art, galleries, restaurants, wine, tasting rooms, and seasonal events. Just down the street, the renowned CIVANNA Wellness Resort & Spa offers world class-Spa treatments, fitness classes, and wellness experiences, making it easy to add a little extra relaxation to your stay. For those seeking a quieter escape, the private courtyard patio off the second king bedroom provides a peaceful retreat of its own. Surrounded by Desert plants and fruit trees, and furnished with multiple seating areas, it’s the perfect place to enjoy a good book, sip an afternoon cocktail, catch up with family, or simply relax in the shade while the warm Arizona sun moves across the western sky. As evening approaches, the string lights create an inviting atmosphere that encourages you to linger outdoors, just a little longer. Inside, the home is bright, spacious and thoughtfully designed with soaring ceilings, abundant, natural light, and an open floor plan that makes gathering together easy while still providing plenty of room for privacy. Large windows, frame views of the mountains, pool, and surrounding Desert Landscape, bringing the beauty of Carefree indoors. As the day winds down the Desert sky puts on its nightly show. Enjoy dinner, outdoors, relax in the spa, or settle into one of the mini outdoor seating areas as the mountains glow with the colors of sunset. Thanks to Carefree’s dark sky ordinances, the stars become one of the most memorable features of your stay. On clear nights, countless stars, fill the sky and planets are often visible with the naked eye. Whether you’re visiting to hike, nearby trails, enjoy local events, spend the day at the Spa, explore Carefree in Cave Creek, or simply relax by the pool, Casa de la Correcaminos offers the space, privacy, and authentic Desert beauty that makes guests return year after year. This is the kind of place where mornings begin with Mountain View’s afternoons are spent outdoors and evenings and beneath the sky, full of stars.

Bed

Bath

Sleeps

$212.23

/ Nightly

Condo

Carefree Paradise

Carefree, Arizona, United States

Discover Comfort andbrSerenity in Arizona’s BeautybrCarefree Paradise Condo is a stunning retreat nestled in the scenic Cave Creek/Carefree area of Arizona. Hosting travelers from around the world, the condo provides a one-of-a-kind, unforgettable experience in the heart of Arizona's natural beauty. This condo ranks in the top 10% for high ratings and reliability. Guests rave about its unbeatable location, earning 100% 5-star ratings for convenience. Relax with the family in paradise.

Bed

Bath

Sleeps

$171.67

/ Nightly

Private Vacation Home

Resort Casita in the Boulders -- gorgeous views of both the sunrise and sunset!

Carefree, Arizona, United States

Located on a quiet street in the Boulders Golf Resort, this 2 bedroom casita can accommodate 6 people with the use of the Queen size sofa bed in the great room (King bed in master; 2 twins in guest room). The design of the house offers privacy in many ways: a walled courtyard in the front, the master bedroom and guest bedroom are separated by the great room which serves as the gathering area for the home. There is a wall mounted TV in the master bedroom and another free standing TV in the great room. The guest room has 2 twin beds and its own bathroom with tub/shower and walk in closet. The master bedroom is very large and has a desk in front of the rear window in addition to several dressers, a blanket chest and 3 chairs. The master bathroom was completely remodeled in 2021 and the pictures show the results. Off the bathroom is a large, carpeted, walk in closet and beyond the shower is the laundry room. The great room is fully furnished and includes the sofa bed. There is a dining table and 6 chairs on the right front part of the house and a fully equipped kitchen. The great room (including the dining area and kitchen are tiled ; both bedrooms are carpeted. brbrThe Casita is fully furnished, complete with dishes, cookware, and linens and is turn key ready for your visit. Cox wifi and basic cable are standard.brbrThere is a patio to the rear of the house with a table and chairs and the front enclosed courtyard is equipped with grill and dining table with 6 chairs. While there is no pool, there is access to neighborhood pools and the resort pool by the golf/tennis club; there is no fitness room but again access is possible if the guest wishes to pay additionally for the spa fitness room; there is no audio system in the casita but there is a Bose radio. There is a 2 car garage and garage parking is mandated by the HOA.br

2

Bed

2

Bath

6

Sleeps

$278.68

/ Nightly

Private Vacation Home

*New* The Ember Haus | Modern Form. Warm Soul.

Carefree, Arizona, United States

Carefree Luxury Townhome | Heated Pool, Spa & Scenic ViewsbrbrEnjoy the art of desert living in this beautifully designed 3-bedroom, 3.5-bath townhome at The View at Carefree. Two spacious master suites—one on each floor—offer flexibility for couples or families. Relax in the open living space, cook in the fully equipped kitchen, or unwind on the balconies overlooking the heated community pool and spa.brbrJust steps from your door, you'll find a bocce ball court, putting green, and shaded lounge area with BBQ—perfect for gathering with friends or neighbors. When you're ready to explore, walk to Carefree's shops, galleries, and restaurants within minutes.brbrIdeal for month-long stays, snowbirds, or anyone seeking luxury and tranquility in the desert.brMinimum 30-night stay.

Bed

Bath

Sleeps

$742.14

/ Nightly

Private Vacation Home

Vintage Classic Private Carefree Home

Carefree, Arizona, United States

Classic Carefree living. Private and quiet 1.7 Acre property with plenty of spaces to relax and enjoy beautiful views of the Boulders and Black Mountain. Spacious indoor and outdoor escapes are ideal for relaxation. Near many Carefree and Cave Creek restaurants, shopping, golf, hiking, and more.brbrKitchen is well appointed and ready for stay in dining and enjoyment. Microwave, oven, large refrigerator / freezer, wine fridge, dishwasher, 5 burner cooktop.brbrKitchen dining seats 4 to 6 comfortably brbrSpacious master suite complimented by comfortable private sitting room with desk and entertainment.brbrbrHOUSE RULES, No...br- Audible noise outside of the property after 9 pm local timebr- Disturbing neighbors or invading their privacy or securitybr- Using property for any purpose other than for personal accommodation.br- No childrenbr- No hosting parties

3

Bed

3

Bath

4

Sleeps

$422.33

/ Nightly

Private Vacation Home

Beautiful, Resort-Like Home w/Pool, Spa & Mountain Views

Carefree, Arizona, United States

New Listing! Owner's plans changed. Home will now be available this winter! 30-night guests are welcome, but if you want to get away for the entire winter season, we will make it even more financially attractive for longer term stays. In past years we have had couples enjoy the home for 90 days to 5 months. This spacious and comfortable home sits on over an acre of beautiful, tranquil desert in Carefree, Arizona. It is 3200 square feet with 3 bedrooms (one set up as yoga/exercise room) plus an office, and 4.5 baths. There is a pool, spa, a pool table, basketball hoop, and 3 hole putting green for your entertainment. The home has great desert and mountain views, and over 1400 square feet of covered patios and decks as well as several open patio areas for taking in the AZ sun. There is covered parking for 2 cars and room for more cars if needed. brbrThe main level of the home features a great room with gourmet kitchen with stainless steel appliances, gas stove, dishwasher and a large walk-in pantry. The living room has a comfortable L-shaped sofa, love seat, reclining chair, slate gas fireplace, and flat panel smart TV. There is a spacious dining table, breakfast bar, a powder room, two sets of sliding doors to a huge upper deck area, and wide open views. This main level accesses the covered deck with plenty of seating, outdoor dining table, gas BBQ, and great views of the desert, pool & spa, Black Mountain, and Pinnacle Peak. This wonderful covered deck will be one of your favorite spots! It’s a great place to dine or relax and watch the sunset over Black Mountain.brbrMaster Suite & Bedrooms: The master suite with queen bed has a huge private patio with view of the pool/spa and backyard, large steam shower with three shower heads and bench, a large soaking tub, dual sinks, walk-in closet, laundry, TV, loveseat, and great lighting. brbrFor great privacy, the 2nd bedroom is located on a separate level of the home. It also has a queen bed and a full bath just steps away. brbr3rd bedroom is ready to use as an exercise/yogo room with great lighting, lots of space for your exercise mats, large mirror, as well as a TV.brbrThere is also a game room with full-sized pool table, TV, dry bar, and seating (sofa, bar table and chairs), and outside exit to covered patio, pool, and backyard. There is an office (which can be setup by request with a comfortable blow-up bed which could also go in the exercise room) with attached full bathroom with access to the patio, pool, and backyard. brbrBackyard, Pool, Spa & More: The backyard has a large Pebble Tec pool with in-water sitting areas and benches, elevated spa, fire pit, 3 hole putting green, decorative wash, large boulder landscaping, two tables and lots of seating. There is an additional covered patio on this level as well as a basketball goal. brbrThe home is remodeled with wood floors, great lighting, new paint and carpet, travertine tiling in the baths, new bathroom counter tops and cabinets, fixtures, etc. For more information, message me to discuss.

Bed

Bath

Sleeps

$156.67

/ Nightly

Condo

Desert Escape With Pool!

Carefree, Arizona, United States

Enjoy beautiful downtown Carefree and historic, unique Cave Creek! This 2 bedroom, 2 bath single level Condo with pool access, is located in a small, well maintained Complex. THIS PROPERTY HAS A 28 DAY MINIMUM RENTAL PERIOD. Two large master bedrooms, each with full en-suite bathroom! The full kitchen includes all stainless appliances and the living room opens onto a large patio with spectacular views of Black Mountain. A washer and dryer are included! Enjoy morning coffee on the secondary bistro patio. Internet provided with smart TV. Easy walking distance to Carefree Sundial Center or Cave Creek with many great restaurants and shops. You will have access to a beautiful community pool/hot tub, a single car garage, washer/dryer and adjacent outside parking.brSorry, the condo is unable to accomodate pets.

Bed

Bath

Sleeps

$651.66

/ Nightly

Private Vacation Home

Carefree Crest: Jaw Dropping VIEWS, Pool, 2 Casitas, Outdoor Living!

Carefree, Arizona, United States

TPT #21453649brCarefree CrestbrbrIf you're looking for the quintessential Arizona retreat, Carefree Crest is your perfect getaway! Perched among desert hills and framed by majestic saguaros, this warm yet expansive property offers breathtaking panoramic views in every direction. Designed and once lived in by the legendary Pete Dye, this architecturally stunning home is a masterpiece of design and landscape, featuring his signature railroad ties woven throughout the property. With its distinctive curved walls and open, flowing spaces, the home is built to embrace its surroundings, offering a seamless blend of comfort and natural beauty. From sunrise to sunset, every room showcases unparalleled views, providing the perfect backdrop for your morning coffee or evening nightcap. As a multi-generational home, it's ideal for large families or groups of friends, with plenty of space to gather while also ensuring privacy. The main house features a luxurious master suite, two spacious guest bedrooms, and a lower-level movie room, perfect for both kids and adults to unwind. Whether you're seeking adventure or relaxation, Carefree Crest offers an unforgettable desert escape.brbrBonus: There is an Xbox Available for UsebrbrThe main home boasts a master suite and two expansive guest bedrooms plus a lower-level movie room, perfect for kids and adults alike to enjoy some downtime.brbrDespite being a few short miles from the hustle and bustle of Scottsdale and a short walk to downtown Carefree, you'll find that peace and serenity surround you and you really can have the best of both worlds.brbrMain Home:brTop floor living optimizes the incredible views of Black Mountain and surrounding areas. The updated chefs' kitchen is top-notch, a dream for the most seasoned cook. Plenty of patios to choose from on this level, and every inch of the home is perfectly planned to optimize guest enjoyment and relaxation. Directly off the main living room, you'll see the pool and deck access to the guest casitas. brbrThree bedrooms and a pull-out couch offer ample space for your guests. brThe master is fit for royalty, with a king bed, chaise lounge, and circular windows that enhance the desert vistas. Off the master is a second living room, featuring a pool table for endless hours of entertainment. Bathed in natural light via the wall-to-wall windows, this room is the highlight of the home! brGuest bedrooms are spacious yet cozy, located off the main living area, and share a bath via the third bedroom. brbrTop casita: brbrKing bed, couch, shower, and kitchenette with a mini-fridge (stove not operable) Drink your coffee and enjoy pool views and desert vistas.brbrBottom casita: brbrQueen bed, shower, kitchenette (stove not operable) mini fridge, desert views. brbrHouse Rulesbr*Pool and landscape vendors access the home once per week and have access to the backyardbr*Please note wildlife such as snakes and javelinas frequent this area. Please keep your safe distance from wildlife. br*2 pets maximum 20lbs or smaller only ($200 non refundable each)br* Pack & Play and Highchairs - $40 eachbr*Pool heat is optional and an additional $95.00 + tax daily. Note once a guest is checked into the property we may not be able to turn on the pool heater or heat to desired temperatures, your planning is key.br*Quiet hours are enforced from 9pm-9ambrThis rental property is not used for Nuisance Parties or Unlawful Gatherings. br*Vendors have access to the homes on their scheduled day. Service days have the possibility of changing and do occur up to two times a week.br*Unauthorized late check-out will incur a penalty of $150 + taxbrbrIF available, fees applied for early check in and late check out being up to 80% of the nightly rate depending on time requestedbrbrFor your safety and security, there may be public-facing cameras installed on the property.brbr*We do our best to ensure guests have a 5-star experience. Guests will be provided with a start-up supply of household items such as laundry soap, dish soap, paper towels, toilet paper, etc so that upon check-in you do not need to run to the store. If your stay is longer than a few days you will need to bring these items with you. Thank you!brbr6 adults maximum plus their dependent children are allowed at the propertybrbr*Important Note: We want you to enjoy your stay to the fullest, Please be aware amenities may break or not work during your stay and we'll do our best to accommodate you. May an amenity not work or fail during your stay we will do our best to make it right, and we can refund up to 10% of the affected nights to make it right. You have to let us know at the time of notice so we can do our best to remedy the situation.

5

Bed

5

Bath

10

Sleeps

$279.3

/ Nightly

Villa

Private casita with optional Sunset Cruise on Private 48ft Yacht (addtnl fee)

Carefree, Arizona, United States

Very private Casita with amazing views. Gorgeous private pool/ hot tub built into the boulders. Optional Sunset Cruise on Private 48ft Yacht. Famous Carefree house, where Orson Wells made his last movie. Built on boulders. One mile from the famous Buffalo Chip and Harrols Saloon.

1

Bed

1

Bath

2

Sleeps

$331.17

/ Nightly

Apartment

Private casita in Carefree, optional private sunset cruise on private yacht

Carefree, Arizona, United States

Very private casita with private entrance and covered parking. Access to pool and can even book a private sunset boat cruise on private yacht. This a an adorable one bedroom casita, newly remodeled and a private yard with spectacular views. One mile from all the action in Cave Creek!

Bed

Bath

Sleeps

$330.26

/ Nightly

Private Vacation Home

Luxury Aviation Retreat- Dual Primary Suites, Runway Views, Carefree, AZ

Carefree, Arizona, United States

Welcome to The Landing at Sky Ranch — a private luxury retreat located on a unique aviation property in Carefree, Arizona. Thoughtfully designed for comfort and privacy, this 2-bedroom, 2-bath residence features two spacious primary suites, beautiful desert views, and an unforgettable runway-side setting.

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Bath

Sleeps

$400.33

/ Nightly

Private Vacation Home

THE PERFECT HOME: THE BEST! Private,Immaculate,Pool/Spa,Views,Easy walk to Town!

Carefree, Arizona, United States

This home is conveniently located in Carefree/Cave Creek AZ, surrounded by 20 acres of land preserve. Painted Carefree is very private. No close neighbors. Wonderful views of the mountains and its surroundings. We are Dog Friendly!brbrWe do accept Dogs. Well trained, well mannered Pets. There is a fee. We clean extra each and every time there has been a pet. One would never know that a pooch has visited!brbrPainted Carefree is an easy walk to many restaurants and attractions both in Carefree and in Cave Creek. Of course you need a car, but in reality you have a very easy walk to town and could go without. This is a single private house, not a villa or condo. brbrPainted Carefree is very clean and tidy. We take pride in providing many amenities. The house has everything for cooking, for enjoying. Just bring your food and beverages, most everything else is provided. We launder both mattress pads, pillow protectors and blankets after each and every stay. My home is bright and airy and in great condition. It is comfortable and user friendly. I love this place and I make sure that it is up to my standards and ready for me, move in ready!brbrOur outdoor living is the very best, cannot be more pleasant. We keep a gorgeous flower garden growing 90% of the year. Petunias, Snapdragons, Sweet Peas, Geraniums, and more are planted annually. Rosemary and Lavender adorn the premiss. Orange, lime and lemon trees grow for you to enjoy the fresh citrus. Jasmine surrounds the home. In the front entr,y we plant Arizona wild flowers. It is so pretty!!brOn the back patio we have the greatest wood burning Bee Hive fireplace with a living room set up. So resort like!brbr Viewed from our back patio are, javalina, quail, coyote, bobcats, desert fox, road runners, jack rabbits and mule deer, all are seen regularly at our watering hole or frolicking in Galloway wash. A mountain lion has been seen as well. (Wish there was a photograph). There is a 360 degree of Mountain views and the very best Arizona sunsets. We always have our bird feeders full and a bird block. These amenities ensure an incredible array of birds. Cardinals, doves, hawks, eagles, Says Phoebe, Woodpeckers, Hummingbirds, Cactus Wren, Phainopepla and so so many more!brThe home is located in the heart of Carefree, but one feels like they are way out in the desert because of being surrounded by 20 acres of land trust. The house is situated on 2+ acres with a privacy wall that surrounds the pool and outdoor living area that can be enjoyed day or night. brbrI am very proud of my home and keep it immaculate , organized and personal. There is a Living room / dining area / TV room and well equipped kitchen. Master bedroom has king sized bed, master bath, walk in closet and a private bedroom patio. The mattress is foam. Guest room has a king sized bed and private bath. The Guest room is well separated from Master bedroom with an entry door to back patio. brbrEnjoy romantic, starry Arizona nights from the pool, patio or around the outside bee hive fireplace. Great outside dining area. Most enjoyable. Wonderful for entertaining. Wonderful for relaxing. Wonderful for private sunbathing. brbrEnjoy golf, horseback riding, biking, spring baseball training, hiking, and the Musical Instrument Museum, all are within close proximity . The Boulder Resort is just down the road. Bartlett Lake is 20 miles east with all kinds of boat rentals. Tonto National forest is 5 miles away, meaning you are in the desert without population or development. Great area for bike riding. Hiking at Spur Cross,brBrowns Ranch or right outside the back in Galloway Wash is fantastic. We suggest MTM ranch for horseback riding! brbrWe are located in the north end of the Valley of the Sun, anything that Phoenix or Scottsdale has to offer is no further than an hour away or less. Sedona Az. is a good hour north. Tonto National Forest, Bartlett Lake 15-30 minutes east. A great location for city access and real desert living and exploring. Great hikes to indian ruins and parks (Spur Cross, Tonto National Park, Browns Ranch, Sears Kay). All very close. Within walking distance is the post office, grocery store, farmers market, very fine dining, cowboy dining, wine bars, shops and local live music. brbrJust a Gem! You won't go wrong! And we will make every effort to make sure you are happy. Every Effort!!brbrDuring off season, mid may till mid September our cancelation fees are flexible. Please inquire!brbrNote : this property requires a rental agreement. Rental Agreement can be downloaded at step two in the Request to Book process. Once the booking is confirmed please sign the rental agreement and return to owner, by mail. If having trouble with download, please contact VRBO and they will walk you through the process. 1-877-202-4291 brbrWritten by a former guest! The Carefree Life The thermometer read just fifty twobrAnd my wife, who’s not a moaner,brSaid “Take me away to somewhere warm,brI’ve never been to Arizona.”brSo I searched the Net for several hours,brYou have to tread warily, see brBut in the end I found us a place,brAnd its name was Painted Carefree.brThere was no doubt, we had to gobrAnd explore the state of Arizona.brA couple of emails, and we’re already friendsbrWith Susan, the property owner.brFour days in Flagstaff to acclimatizebrThen we drove down the I 17,brFinding the house was easy becausebrIt’s the most colorful house to be seen.brThe painted house was cool, I mean cool(!),brFull of art and rugs and treasuresbrAnd so was the pool, in a watery way,brWe could splash around there at our leisure.brWe were keen to film the wildlife,brAnd there, just over the wallbrWere Mr. and Mrs. Javelina,brWith their baby, all stripey and small.brThen came a wily coyotebrStrolling along by the washbrIt was all so terribly exciting,brWhat else would we see, oh my gosh!brBut later that day, close up to the lensbrWas the prettiest thing you could look at,brTaking a drink, with its whiskers all wet.brWas a shy and magnificent bobcat!brWe’ve had our fun, enjoyed the sunbrThere’s been so much to attract usbrWe loved the hills and critters toobrAnd the amazing saguaro cactus.brThe time has come to pack our bagsbrWith a feeling of deflation,brBut it’s been just great, a memorable timebrWhat a wonderful vacation!brP & D G, Cambridge, UKbr‘By the time we get to Phoenix we’ll be cryin’………

2

Bed

2

Bath

4

Sleeps

$1202.82

/ Nightly

Private Vacation Home

NEW 6BR Boulders Overlook Estate | Tennis, Pickleball, Pool, Infinity Spa, Golf & Views

Carefree, Arizona, United States

SWSS Boulders OverlookbrbrWhat Makes This Place SpecialbrbrPerched on a private hillside above the iconic Boulders landscape, this two-acre estate offers sweeping desert views, resort-style amenities, and a setting that feels completely removed—yet just minutes from Carefree and North Scottsdale.brbrDesigned as a relaxed Sonoran retreat, the home combines warm Southwestern character with comfortable, well-appointed spaces throughout. It’s the kind of place where mornings start with coffee overlooking the mountains and evenings end by the fire under wide-open desert skies.brbrAt A Glancebrbr● Sleeps 12 (3 kings, 1 queen, 1 queen sleeper sofa, 1 full sleeper sofa)br● Bedrooms: 6br● Bathrooms: 6 Fullbr● Full service experience for add-ons: including chefs, tee times, on-site rental cars, and more!brbrOutdoor Living & AmenitiesbrbrThe outdoor experience is what sets this property apart:brbr● Sports Court: offering regulation tennis & pickleball + 1/2 court basketballbr● Multi-hole golf chipping & putting coursebr● 60’ lap + diving pool with optional heatingbr● Infinity-edge spabr● Multiple fire lounge areasbr● Expansive seating and entertaining spacesbr● Overlooking the iconic Boulder Golf ResortbrbrWhether you’re here to unwind or stay active, the property is designed to feel like your own private desert resort.brbrIndoor Featuresbrbr● Billiards table + ping pong + surround sound system + chessbr● Fully equipped kitchenbr● Large flat-screen Roku TVsbr● High-speed WiFi throughoutbr● Professionally furnished interiors with a warm, Southwestern feelbrbrSleeping Arrangements (6 Bedrooms)brbrMain House: br● Primary bedroom: King bed + en-suite bathbr● Bedroom 2: King bed + en-suite bathbr● Bedroom 3: Queen bed + en-suite bathbr● Office: Queen sleeper sofa + nearby half bathbrbrCasita: br● Bedroom: King bedbr● Living room: Full sleeper sofabr● Includes kitchen, fireplace, laundry, and 2 bathroomsbr(one is a dedicated pool bath with outdoor shower)brPerfect for groups who want both shared space and privacy.brbrLocationbrbrThis isn’t just a home—it’s a full experience.brFrom the views and elevation to the range of amenities, Boulders Overlook delivers the feel of a private, self-contained desert retreat—ideal for relaxing, gathering, and making the most of your time in the Sonoran Desert. Minutes to The Legends trails, Troon and The Boulders resorts.brbrPrime Location for Adventure and Conveniencebrbr● Just 26 miles to vibrant Old Town Scottsdalebr● 35 miles to Phoenix Sky Harbor Airportbr● 15 miles to Scottsdale Airportbr● 15 miles to TPC Golf Course (home of the annual WM PGA Open)brbrGood to Knowbrbr● Pool heating available ($200/day, 3-day minimum)br● Recommended heating: October through MaybrbrA Few Practical Notesbrbr● Concierge services are available. Outside vendors must be pre-approved/vetted with proper insurance.br● On-site rental cars available. Please inquire.br● Enjoy a discount for stays of 7 days or more!br● Flexible Cancel for Any Reason Policy available for peace of mind. Black out dates apply.br● Cancellation Policy: Will be displayed at time of check out. Either 30 or 60 days prior to arrival based on property type.br● Check-In/Out: 4:00 PM check-in and 10:00 AM check-out. Early/late options may be available for a fee (approval required) within 48 hours of arrivalbr● Rental Contract required and must be signed before check-in.br● Minimum age requirements applybr● To be fair to all potential guests, the property can only be reserved by making a reservation and a deposit, and will not be held by verbal communication.brbrCity Info and Rulesbrbr● Please take note that the state and local laws enforce noise ordinances aimed at curbing events, parties, gatherings, and undue noise disturbances within city limits.br● Guests agree to comply with state and local laws regarding short-term rentals:br● Sec. 18-152. - Non-residential usage by vacation rentals or short-term rentals prohibited.br● No vacation rental or short-term rental may be used for any non-residential use or purpose, including but not limited to any of the following:br● Any commercial, industrial, manufacturing, or other non-residential purposes;br● Operating a retail business, restaurant, event center, banquet center, or similar use;br● Housing sex offenders is prohibitedbr● Operating or maintaining a structured sober living homebr● Selling liquor, controlled substances, or pornographybr● Operating any adult-oriented business, including nude and topless dancingbr● No person, including an owner or operator, shall operate a vacation rental or short-term rental in violation of this section.br● Last-Minute Bookings: Additional verification needed for arrivals within 72 hours or with local Arizona guests.brbrTPT #brbrShort Term Permit #

6

Bed

6

Bath

12

Sleeps

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