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Carefree Rentals with Pools

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    Travelers to Carefree are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    23 Matching Rentals in CarefreeView all 33 rentals
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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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    4 Bedrooms, 5 Bathrooms, Sleeps 7 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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    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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
    • Parking
    • Cable/satellite TV
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    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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    Carefree, Central Arizona 85266
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Parking
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your dream desert destination awaits at this 5BR/3BA luxury villa. Surrounded by stunning desertscape, the immaculate indoor/outdoor entertaining space offers breathtaking and expansive views. Host a poolside cookout with your friends and family. Make use of the outdoor kitchen, float in the...
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    Carefree, Central Arizona 85262
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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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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    Location Information
    Carefree, Central Arizona 85377
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Shared Indoor Pool
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you are looking for a generational family reunion,  a romantic, secluded getaway, a friends trip with private spaces, or simply to play hookey from a boring conference - this is a very special location. It has a, very peaceful, away from it all feel - yet it is literally minutes from...
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    Location Information
    Carefree, Central Arizona 85266
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous North Scottsdale home with 5 bedrooms, 3 bathrooms, a billiard room, private heated* pool and spa in the sunny south facing backyard. The home is located on a Cul-De-Sac lot and has a privacy wall that runs along the south and west section of the backyard along with a view fence running...
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    Location Information
    Carefree, Central Arizona 85255
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Shared Indoor Pool
    • Air Conditioning
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Old Arizona - the Old West - harkening back to a simpler life and a slower pace.  There is a very special feeling about this place that is hard to put into words - the wonderful old growth trees, flowering shrubs and deep shaded patios create a space for guests to completely unwind while listening...
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    Location Information
    Carefree, Central Arizona 85266
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Washer
    • Shared Indoor Pool
    • Balcony
    • Internet Access
    • Parking
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPECTACULAR COMPOUND WITH HEATED POOL, HOT TUB, POOL TABLE!! 3,700 sq FT OLD ARIZONA CASITA - ALL YOURS TO EXPLORE AND ENJOY Whether you are looking for a generational family reunion, a romantic, secluded getaway, a friends trip with private spaces, or simply to play hookey from a boring...
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    Location Information
    Carefree, Central Arizona 85266
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Desert Rose is located on the 12th hole of the Monument Course in the beautiful Troon North area of North Scottsdale. The gated community of Pinnacle Canyon harbors this stunning two bedroom, three bathrooms and attached two-car garage. Pulling into the driveway, the clean lines of the Desert...
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    Location Information
    Carefree, Central Arizona 85262
    Rental Home - 2 Bedrooms, 3 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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    Location Information
    Carefree, Central Arizona 85255
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In North Scottsdale near the legend trails is this beautiful 4 bedroom home. Located on the legend trails golf course, features a private pool over looking the golf course. With in a very quiet neighborhood a little north of the 101 off of Pima rd. There is a three car garage and private driveway....
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    Location Information
    Carefree, Central Arizona 85262
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is truly a stunner! The resort backyard faces south with plenty of shade in the summer and great sun in the winter. A perfect environment to relax in the evening and view the immense starscape. The kitchen is a chef's delight, overlooking the dining and family room. Master is huge with...
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    Location Information
    Carefree, Central Arizona 85266
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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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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    Location Information
    Carefree, Central Arizona 85262
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 24 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 6BR luxury resort home is great for families, weddings, retreats, events, bachelor/bachelorettes and more! Accommodates 24 overnight guests and 50-100 event guests* on 1.38 acres! Key Features: * Koi Pond * Pool & Hot Tub * Putting Green * Fire Pit & BBQ Grill * Swing Set & Game...
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    Location Information
    Carefree, Central Arizona 85266
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 24
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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 (Unheated)
    • 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Carefree Flight and Weather Info
    Airports nearby (1)
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    Sky Harbor Intl Airport
    27.5 miles from Carefree
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