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Holiday Homes in Carefree

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    Travellers to Carefree are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 26 Rentals in Carefree
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    Perfect Scottsdale Location, Private Casita de Paz1 / 23
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2 Bedroom Casita in a golf resort in Carefree, AZ1 / 32
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Mountain Views and Peaceful Setting in Carefree1 / 24
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful resort-style condominium Suite has a large bedroom with two queen beds, cable TV and an adjacent terrace. The living area with its desk, futon couch and refrigerator, shares the terrace allowing easy outdoor enjoyment of the Sonoran Desert . The luxurious bathroom has a full bath,...
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    Carefree, Central Arizona 85377
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Experience a truly luxurious getaway while visiting this magnificent 4,356 sqft custom built 4 bedroom, 3 bath vacation retreat. You'll be thoroughly impressed with the incredible openness and gorgeous amenities this home offers. The ¾ acre lot not only provides ample space for the Olympic sized...
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    Carefree, Central Arizona 85266
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Balcony
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to north Scottsdale for an outdoor enthusiast's vacation paradise at Troon North. Take the drive up Pima Road in North Scottsdale and enjoy the beautiful Arizona scenery, views of Pinnacle Peak, the mountains, golf courses, and sunsets. Northstar just off of Dynamite Road and 1/2 mile east of...
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    Carefree, Central Arizona 85262
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The call of the wild has never felt this close or this inspiring! With the Sonoran landscape within clear view, this stunning townhouse in Carefree, AZ delivers the atmosphere for a delightful vacation. Breath-taking sunsets are just one of the many amenities of this Sundance Trail community....
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    Carefree, Central Arizona 85377
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 4 bedroom home with upgraded appliances, including gas grill, new dishwasher, range and oven, double door frig. Hot tub in gorgeous back yard. Views of Black Mountain. In a very quiet neighborhood just off CaveCreek Road, 5 minutes from Cave Creek and North Scottsdale. This is our...
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    Carefree, Central Arizona 85331
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description This beautiful authentic Adobe Home built and designed by noted designer Bill Tull and fully updated and expanded by the world renowned design firm Livable Interiors in 2007, and was featured as the cover home in the May 2009 issue of Phoenix Home and Garden. Home enjoys beautiful views...
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    Carefree, Central Arizona 85266
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at this Boulders Luxury Retreat located in the prestigious gated community of the Boulders Resort & Spa. This immaculate guest suite with over 370 sq. feet includes high end upgrades and amenities. Upon arriving at the Boulders you will be dazzled by spectacular vistas which include Black...
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    Location Information
    Carefree, Central Arizona 85266
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous views, guard gated community and heated pool are just a few of the amenities you will find when staying at Crested Saguaro. Located in North Scottsdale, in the shadows of The Boulders, this 4 bedroom, 3 bath home has everything you need to enjoy your stay in AZ. Home Features* WiFi *...
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    Carefree, Central Arizona 85266
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    NEW LISTING! Southwest charm w/saltwater pool & hot tub at Boulders Resort1 / 47
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2017
    Fantastic! We had the best time at the boulders!!! Can't wait to go back. The rooms, service, spa and restaurants were all fantastic. Can only complain about the heat...
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    About this property
    Experience authentic Bill Tull design at this beautiful Carefree vacation rental. This property offers stunning views, a private saltwater pool, a hot tub, and the Boulders Resort lifestyle! This location about 25 miles north of Scottsdale is well-situated for fun in the sun. And the Boulders...
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    Location Information
    Carefree, Central Arizona 85377
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located in the prestigious Sonoran desert of North Scottsdale, Troon North community with scenic panoramic mountain views! Enjoy the 4 acre park with a large grass area, kids play area, basketball cours, and picnic ramadas. Spacious former model home with three bedrooms, two & one...
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    Carefree, Central Arizona 85262
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live the lavish life with this Scottsdale rental featuring a four-bedroom main house a two-bedroom guest house. Revel in your private pool and spa, as well as a putting green, virtual golf theater, and much more. You'll also enjoy close proximity to golf, shopping, and dining. This home is...
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    Location Information
    Carefree, Central Arizona 85266
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private home is conveniently located in Carefree, AZ, surrounded by 20 acres of land preserve. Totally private! This is a residence, not a villa or condo. Please contact me with any question. I am hoping to make your vacation personal and to appease your needs. I manage my own home, not...
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    Carefree, Central Arizona 85377
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outstanding Carefree Private home with amazing desert and mountain views. This home is set back high above the street which gives you the best views in town. You can see city lights in the evening, sunsets at dusk and enjoy your coffee on the patio while you watch the sunrise. This home has...
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    Location Information
    Carefree, Central Arizona 85377
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your next vacation in Scottsdale at this gorgeous, three-bedroom home with a furnished patio, private pool, and hot tub, all just minutes from golf, parks, shops, and more. Visiting golfers have several options to choose from including the top-rated Troon North Golf Club, just two miles...
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    Location Information
    Carefree, Central Arizona 85262
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a calming desert retreat at this three-bedroom North Scottsdale home, a dog-friendly escape with a private pool, a beautiful backyard patio with a firepit, and a wonderful location for hiking, relaxing, and seeing the local sights! This home is located in North Scottsdale, just east of...
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    Location Information
    Carefree, Central Arizona 85255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Troon Golf Casita in the heart of North Scottsdale. Magnificent 4 bedroom 4.5 baths Golf Casita in Troon North. This is a free standing two story home with no common or shared walls and the community pool and gym are 20 paces from your front door.  The inside of the home is light...
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    Carefree, Central Arizona 85262
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rise and Shine, located in Carefree Arizona, right on the top of North Scottsdale, is a 3 bedroom 2 bath home in a private gated community next to downtown Carefree and Cave Creek. A wonderful feature of this home is that it's steps away from cafes, restaurants and shops. You'll enjoy quiet nights...
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    Location Information
    Carefree, Central Arizona 85377
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxurious home has 4 bedrooms, 2.5 bathrooms and enough sleeping arrangements for up to 12 guests to spread out comfortably throughout an impressive 4220 square feet of living space. You will feel right at home the moment you step in side. This home is pet friendly and is an ideal...
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    Carefree, Central Arizona 85255
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Mountain Views
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make this stunning, secluded six-bedroom home in Scottsdale yours and revel in amenities like a private pool, lavish backyard oasis - including an outdoor kitchen - jetted tub, and a secret room! This rental is on an acre boasting mature saguaro cacti and palm trees, a circular drive, RV gate,...
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    Location Information
    Carefree, Central Arizona 85255
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <div class='rtejustify'>Gorgeous three bedroom, two bath home with private heated pool and 50 foot vaulted ceilings. Wood fireplace, kitchen with island. 2445 sq ft. Furnished patio w/bbq. Three car garage. Great views. Near shopping, golf and restaurants. 30 day minimum stay. WiFi Access....
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    Carefree, Central Arizona 85262
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live a ‘carefree’ life in this 4-bedroom, 2-bathroom vacation rental home that sleeps 8 in the lovely community of Carefree! Nestled in a close-knit neighborhood with charming architecture and an unbeatable view, this home is perfect for entertaining friends and family - whether it be around the...
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    Location Information
    Carefree, Central Arizona 85266
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your dreamy desert getaway begins at this Scottsdale vacation rental nestled in the McDowell Mountain Range in a gated community. This 4-bedroom, 3-bath home accommodates 8 guests and boasts 3,230 square feet of tastefully ornamented living space with a private outdoor oasis adorned with a pool,...
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    Location Information
    Carefree, Central Arizona 85262
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to beautiful Scottsdale and stay at this 5-bedroom, 3-bathroom home with enough space for large families, friends, or couples traveling together. This vacation rental property, which sleeps 12, is perfect for your next desert oasis. Complete with a spacious backyard which houses a private...
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    Carefree, Central Arizona 85255
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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