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Carefree Holiday Rentals

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76 rentals in Carefree.
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Luxurious Private Getaway in Scottsdale's Carefree Hills!, holiday rental in Carefree

Luxurious Private Getaway in Scottsdale's Carefree Hills!

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Ultimate Luxury Entertaining Home with Designer Decor & Endless Amenities, holiday rental in Carefree

Ultimate Luxury Entertaining Home with Designer Decor & Endless Amenities

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Luxury 2-Acre Tuscan Style 5-bedroom Estate Near Troon North, Privately Gated, holiday rental in Carefree

Luxury 2-Acre Tuscan Style 5-bedroom Estate Near Troon North, Privately Gated

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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The Red Bird Sanctuary, holiday rental in Carefree

The Red Bird Sanctuary

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Custom Southwest Dream Home in an Ideal Resort-Style Setting on 3 Acres!, holiday rental in Carefree

Custom Southwest Dream Home in an Ideal Resort-Style Setting on 3 Acres!

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Western themed single level home. Private heated pool., holiday rental in Carefree

Western themed single level home. Private heated pool.

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Lush Tranquil Private Resort-Like Casita on 5 acres in North Scottsdale, holiday rental in Carefree

Lush Tranquil Private Resort-Like Casita on 5 acres in North Scottsdale

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SW 4 BR ,  Pool&Spa on 1.7 AC in Tonto Hills * 3600' Elev Views for Mi, holiday rental in Carefree

SW 4 BR , Pool&Spa on 1.7 AC in Tonto Hills * 3600' Elev Views for Mi

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Pinnacle Peak Area- Lovely 4700 sqft Home- 4 acres, Pool, Million dollar views!, holiday rental in Carefree

Pinnacle Peak Area- Lovely 4700 sqft Home- 4 acres, Pool, Million dollar views!

3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Quiet Retreat Located in the Boulders: Perfect Place to Get Away from It All!, holiday rental in Carefree

Quiet Retreat Located in the Boulders: Perfect Place to Get Away from It All!

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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GREAT HOUSE, You'll Love It..., holiday rental in Carefree

GREAT HOUSE, You'll Love It...

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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STUNNING 5* LUXURY RETREAT-RANKED # 3 VACATION HOME IN AZ, holiday rental in Carefree

STUNNING 5* LUXURY RETREAT-RANKED # 3 VACATION HOME IN AZ

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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**CV19 SANITIZED�** A REFUGE & RETREAT IN LUXURIOUS PRIVACY w/ Private Pool/Spa, holiday rental in Carefree

**CV19 SANITIZED�** A REFUGE & RETREAT IN LUXURIOUS PRIVACY w/ Private Pool/Spa

3 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps
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Private Retreat w Incredible views and sunsets, holiday rental in Carefree

Private Retreat w Incredible views and sunsets

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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2 Bedroom Casita in a golf resort in Carefree, AZ, holiday rental in Carefree

2 Bedroom Casita in a golf resort in Carefree, AZ

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, Quiet Home With Lovely Views!, holiday rental in Carefree

Spacious, Quiet Home With Lovely Views!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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North Scottsdale Desert Hacienda w/ private pool and spa! *, holiday rental in Carefree

North Scottsdale Desert Hacienda w/ private pool and spa! *

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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=== Retreat Located on the Boulders South Golf Course ===, holiday rental in Carefree

=== Retreat Located on the Boulders South Golf Course ===

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Contemporary Adobe N. Scottsdale Golf Central, Resort Style Pool&Misters, holiday rental in Carefree

Private Contemporary Adobe N. Scottsdale Golf Central, Resort Style Pool&Misters

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Views and Peaceful Setting in Carefree, holiday rental in Carefree

Mountain Views and Peaceful Setting in Carefree

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Upscale private home at The Boulders with tranquil backyard, views, pool/spa!, holiday rental in Carefree

Upscale private home at The Boulders with tranquil backyard, views, pool/spa!

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Southwest charm w/saltwater pool & pool spa at Boulders Resort, holiday rental in Carefree

Southwest charm w/saltwater pool & pool spa at Boulders Resort

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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LUXURY ESTATE HEATED POOL by TROON near GOLF GREAT VIEW, holiday rental in Carefree

LUXURY ESTATE HEATED POOL by TROON near GOLF GREAT VIEW

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautifully updated townhome with shared pools/hot tub, golf & tennis!, holiday rental in Carefree

Beautifully updated townhome with shared pools/hot tub, golf & tennis!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning North Scottsdale Home with resort style yard-Monterra, holiday rental in Carefree

Stunning North Scottsdale Home with resort style yard-Monterra

7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Four Seasons Resort Residence Club,  Scottsdale, AZ, holiday rental in Carefree

Four Seasons Resort Residence Club, Scottsdale, AZ

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Serene Desert Oasis, holiday rental in Carefree

Serene Desert Oasis

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hacienda del Monumento - Your Luxury Desert Getaway, holiday rental in Carefree

Hacienda del Monumento - Your Luxury Desert Getaway

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Scottsdale Troon North Townhome Rental – Your Home Away from Home!, holiday rental in Carefree

Scottsdale Troon North Townhome Rental – Your Home Away from Home!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Schmarantine in Ritually Pure Style in North Scottsdale, holiday rental in Carefree

Schmarantine in Ritually Pure Style in North Scottsdale

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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N. Scottsdale Studio Apartment, holiday rental in Carefree

N. Scottsdale Studio Apartment

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Troon North Golf Rental W/ Putting Green & Private Pool/Spa, utilities included, holiday rental in Carefree

Troon North Golf Rental W/ Putting Green & Private Pool/Spa, utilities included

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Majestic Carefree Home is Wonderful, holiday rental in Carefree

Majestic Carefree Home is Wonderful

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Golfers luxury getaway!, holiday rental in Carefree

Golfers luxury getaway!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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You'll Love The Views! Spacious 2br/2 1/2ba Condo With Sunset & Mountain Views!, holiday rental in Carefree

You'll Love The Views! Spacious 2br/2 1/2ba Condo With Sunset & Mountain Views!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Stunning Views Of Black Mountain And Boulders South Course, holiday rental in Carefree

Stunning Views Of Black Mountain And Boulders South Course

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Desert Rose, holiday rental in Carefree

Desert Rose

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Black Mountain Bungalow in Beautiful Carefree, Arizona, holiday rental in Carefree

Black Mountain Bungalow in Beautiful Carefree, Arizona

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cave Creek Place.   ., holiday rental in Carefree

Cave Creek Place. .

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning, secluded home w/pool, jetted tub, lavish backyard oasis, holiday rental in Carefree

Stunning, secluded home w/pool, jetted tub, lavish backyard oasis

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Newly Remodeled Single-Family Home in Terravita - Championship Golf and Tennis, holiday rental in Carefree

Newly Remodeled Single-Family Home in Terravita - Championship Golf and Tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 6BR, Sleeps 24, Golf, Fire Pit, Spa, Events, holiday rental in Carefree

Luxury 6BR, Sleeps 24, Golf, Fire Pit, Spa, Events

6 bedrooms
3 bathrooms
Sleeps 24
Match: Sleeps
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Legend Trail - Spectacular Views, Incredible Privacy, Comfortable Living!, holiday rental in Carefree

Legend Trail - Spectacular Views, Incredible Privacy, Comfortable Living!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular Views of Pinnacle Peak - 4BR/4.5BA at Troon North, holiday rental in Carefree

Spectacular Views of Pinnacle Peak - 4BR/4.5BA at Troon North

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Southwestern charm w/ a shared pool & private patio - near shopping, holiday rental in Carefree

Southwestern charm w/ a shared pool & private patio - near shopping

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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*SANITIZED* Rise and Shine W/ Mountain Views/ 3 BR/ Carefree, holiday rental in Carefree

*SANITIZED* Rise and Shine W/ Mountain Views/ 3 BR/ Carefree

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Monthly DEAL Legend Oasis Spectacular 4 BR/ PVT Pool/ Golf/ Scottsdale, holiday rental in Carefree

Monthly DEAL Legend Oasis Spectacular 4 BR/ PVT Pool/ Golf/ Scottsdale

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Living Carefree Condo, holiday rental in Carefree

Living Carefree Condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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INCREDIBLE Golf Course Views1300sqft 1 Bedroom Condo Beautiful Washer, Dryer,BBQ, holiday rental in Carefree

INCREDIBLE Golf Course Views1300sqft 1 Bedroom Condo Beautiful Washer, Dryer,BBQ

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Desert Guest House In North Scottsdale, holiday rental in Carefree

Cozy Desert Guest House In North Scottsdale

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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