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Carefree Holiday Apartments

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162 rentals in Carefree.
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Family Friendly North Scottsdale Retreat, holiday rental in Carefree
Family Friendly North Scottsdale Retreat, holiday rental in Carefree
Family Friendly North Scottsdale Retreat, holiday rental in Carefree

Family Friendly North Scottsdale Retreat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Luxurious Private Getaway in Scottsdale's Carefree Hills!, holiday rental in Carefree
Luxurious Private Getaway in Scottsdale's Carefree Hills!, holiday rental in Carefree
Luxurious Private Getaway in Scottsdale's Carefree Hills!, holiday rental in Carefree

Luxurious Private Getaway in Scottsdale's Carefree Hills!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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!, holiday rental in Carefree
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!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Picturesque SW Desert Living, Private Pool, Hot Tub & Cruiser Bicycles, holiday rental in Carefree
Picturesque SW Desert Living, Private Pool, Hot Tub & Cruiser Bicycles, holiday rental in Carefree
Picturesque SW Desert Living, Private Pool, Hot Tub & Cruiser Bicycles, holiday rental in Carefree

Picturesque SW Desert Living, Private Pool, Hot Tub & Cruiser Bicycles

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Stylish Santa Fe Home with Tennis/Pickleball/Basketball, Pool/Spa, BBQ

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Troon Luxury, Private Pool/Spa, Ideal for Family Getaways & Golf Retreats, holiday rental in Carefree
Troon Luxury, Private Pool/Spa, Ideal for Family Getaways & Golf Retreats, holiday rental in Carefree
Troon Luxury, Private Pool/Spa, Ideal for Family Getaways & Golf Retreats, holiday rental in Carefree

Troon Luxury, Private Pool/Spa, Ideal for Family Getaways & Golf Retreats

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Luxury Estate on 5 acres of Property in the BEST part of Scottsdale!, holiday rental in Carefree
Private Luxury Estate on 5 acres of Property in the BEST part of Scottsdale!, holiday rental in Carefree
Private Luxury Estate on 5 acres of Property in the BEST part of Scottsdale!, holiday rental in Carefree

Private Luxury Estate on 5 acres of Property in the BEST part of Scottsdale!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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PERFECT PRIVATE HOME with Pool/Spa, Unreal Views, Surrounded by 20 acres, Pets!, holiday rental in Carefree
PERFECT PRIVATE HOME with Pool/Spa, Unreal Views, Surrounded by 20 acres, Pets!, holiday rental in Carefree
PERFECT PRIVATE HOME with Pool/Spa, Unreal Views, Surrounded by 20 acres, Pets!, holiday rental in Carefree

PERFECT PRIVATE HOME with Pool/Spa, Unreal Views, Surrounded by 20 acres, Pets!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2800sf luxury home on Legend Trail Golf/North Scottsdale/Pool/Spa !, holiday rental in Carefree
2800sf luxury home on Legend Trail Golf/North Scottsdale/Pool/Spa !, holiday rental in Carefree
2800sf luxury home on Legend Trail Golf/North Scottsdale/Pool/Spa !, holiday rental in Carefree

2800sf luxury home on Legend Trail Golf/North Scottsdale/Pool/Spa !

Holiday Rental House
3 bedrooms
4 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!, holiday rental in Carefree
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!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Farmhouse in the Desert, holiday rental in Carefree
Cozy Farmhouse in the Desert, holiday rental in Carefree
Cozy Farmhouse in the Desert, holiday rental in Carefree

Cozy Farmhouse in the Desert

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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AWESOME 5 Star Luxury Estate, Resort Style Backyard, Kierland & Troon, holiday rental in Carefree
AWESOME 5 Star Luxury Estate, Resort Style Backyard, Kierland & Troon, holiday rental in Carefree
AWESOME 5 Star Luxury Estate, Resort Style Backyard, Kierland & Troon, holiday rental in Carefree

AWESOME 5 Star Luxury Estate, Resort Style Backyard, Kierland & Troon

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Carefree Casita w/Mtn View + Pool & Hot Tub Access, holiday rental in Carefree
Carefree Casita w/Mtn View + Pool & Hot Tub Access, holiday rental in Carefree
Carefree Casita w/Mtn View + Pool & Hot Tub Access, holiday rental in Carefree

Carefree Casita w/Mtn View + Pool & Hot Tub Access

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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GREAT HOUSE, You'll Love It..., holiday rental in Carefree
GREAT HOUSE, You'll Love It..., holiday rental in Carefree
GREAT HOUSE, You'll Love It..., holiday rental in Carefree

GREAT HOUSE, You'll Love It...

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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!, holiday rental in Carefree
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!

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
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, holiday rental in Carefree
Ultimate Luxury Entertaining Home with Designer Decor & Endless Amenities, holiday rental in Carefree

Ultimate Luxury Entertaining Home with Designer Decor & Endless Amenities

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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North Scottsdale 1 Bedroom Stand Alone Guest House With Garage., holiday rental in Carefree
North Scottsdale 1 Bedroom Stand Alone Guest House With Garage., holiday rental in Carefree
North Scottsdale 1 Bedroom Stand Alone Guest House With Garage., holiday rental in Carefree

North Scottsdale 1 Bedroom Stand Alone Guest House With Garage.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Desert Executive Home, holiday rental in Carefree
Beautiful Desert Executive Home, holiday rental in Carefree
Beautiful Desert Executive Home, holiday rental in Carefree

Beautiful Desert Executive Home

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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The Red Bird Sanctuary

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Pool Home on 1 Acre in North Scottsdale Arizona, holiday rental in Carefree
Pool Home on 1 Acre in North Scottsdale Arizona, holiday rental in Carefree
Pool Home on 1 Acre in North Scottsdale Arizona, holiday rental in Carefree

Pool Home on 1 Acre in North Scottsdale Arizona

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Oasis In The Desert Near Prestigious Boulders with Heated Pool, all on One Floor, holiday rental in Carefree
Oasis In The Desert Near Prestigious Boulders with Heated Pool, all on One Floor, holiday rental in Carefree
Oasis In The Desert Near Prestigious Boulders with Heated Pool, all on One Floor, holiday rental in Carefree

Oasis In The Desert Near Prestigious Boulders with Heated Pool, all on One Floor

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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LUXURY 5 acre Property Heated Pool ~ See our Reviews!!, holiday rental in Carefree
LUXURY 5 acre Property Heated Pool ~ See our Reviews!!, holiday rental in Carefree
LUXURY 5 acre Property Heated Pool ~ See our Reviews!!, holiday rental in Carefree

LUXURY 5 acre Property Heated Pool ~ See our Reviews!!

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 12
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!, holiday rental in Carefree
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!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Pinnacle Peak Perfection - 3 Bed, 2 Bath, Private Heated Pool, Wi-Fi, Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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, holiday rental in Carefree
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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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, holiday rental in Carefree
LUXURY ESTATE HEATED POOL by TROON near GOLF GREAT VIEW, holiday rental in Carefree

LUXURY ESTATE HEATED POOL by TROON near GOLF GREAT VIEW

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Walkable Carefree Casita w/On-site Pool & Jacuzzi!, holiday rental in Carefree
Walkable Carefree Casita w/On-site Pool & Jacuzzi!, holiday rental in Carefree
Walkable Carefree Casita w/On-site Pool & Jacuzzi!, holiday rental in Carefree

Walkable Carefree Casita w/On-site Pool & Jacuzzi!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Cabin Casita w/ Spectacular Views. Pool/ Spa, Putting Green & More!, holiday rental in Carefree
Beautiful Cabin Casita w/ Spectacular Views. Pool/ Spa, Putting Green & More!, holiday rental in Carefree
Beautiful Cabin Casita w/ Spectacular Views. Pool/ Spa, Putting Green & More!, holiday rental in Carefree

Beautiful Cabin Casita w/ Spectacular Views. Pool/ Spa, Putting Green & More!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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, holiday rental in Carefree
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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
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, holiday rental in Carefree
STUNNING 5* LUXURY RETREAT-RANKED # 3 VACATION HOME IN AZ, holiday rental in Carefree

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

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Love living the outdoors lifestyle?, holiday rental in Carefree
Love living the outdoors lifestyle?, holiday rental in Carefree
Love living the outdoors lifestyle?, holiday rental in Carefree

Love living the outdoors lifestyle?

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2450 Square Foot Luxury Town-Home with Golf Course and Mountain VIEWS!, holiday rental in Carefree
2450 Square Foot Luxury Town-Home with Golf Course and Mountain VIEWS!, holiday rental in Carefree
2450 Square Foot Luxury Town-Home with Golf Course and Mountain VIEWS!, holiday rental in Carefree

2450 Square Foot Luxury Town-Home with Golf Course and Mountain VIEWS!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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., holiday rental in Carefree
Western themed single level home. Private heated pool., holiday rental in Carefree

Western themed single level home. Private heated pool.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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! *, holiday rental in Carefree
North Scottsdale Desert Hacienda w/ private pool and spa! *, holiday rental in Carefree

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious 5-Star Suite - Best Alternative to the Boulders Resort, holiday rental in Carefree
Luxurious 5-Star Suite - Best Alternative to the Boulders Resort, holiday rental in Carefree
Luxurious 5-Star Suite - Best Alternative to the Boulders Resort, holiday rental in Carefree

Luxurious 5-Star Suite - Best Alternative to the Boulders Resort

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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, holiday rental in Carefree
**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

Holiday Rental House
3 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Views Views Views!  Mountainside Southwestern Estate near The Boulders, holiday rental in Carefree
Views Views Views!  Mountainside Southwestern Estate near The Boulders, holiday rental in Carefree
Views Views Views!  Mountainside Southwestern Estate near The Boulders, holiday rental in Carefree

Views Views Views! Mountainside Southwestern Estate near The Boulders

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dynamite home on Dynamite just down road from Troon North, other golf and Mayo, holiday rental in Carefree
Dynamite home on Dynamite just down road from Troon North, other golf and Mayo, holiday rental in Carefree
Dynamite home on Dynamite just down road from Troon North, other golf and Mayo, holiday rental in Carefree

Dynamite home on Dynamite just down road from Troon North, other golf and Mayo

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Heated Pool & Spa (NO Extra Fee) Office space and BBQ Close to Golf & Hiking+FRE, holiday rental in Carefree
Heated Pool & Spa (NO Extra Fee) Office space and BBQ Close to Golf & Hiking+FRE, holiday rental in Carefree
Heated Pool & Spa (NO Extra Fee) Office space and BBQ Close to Golf & Hiking+FRE, holiday rental in Carefree

Heated Pool & Spa (NO Extra Fee) Office space and BBQ Close to Golf & Hiking+FRE

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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, holiday rental in Carefree
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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous North Scottsdale Luxury Home With Amazing Mountain Views!, holiday rental in Carefree
Gorgeous North Scottsdale Luxury Home With Amazing Mountain Views!, holiday rental in Carefree
Gorgeous North Scottsdale Luxury Home With Amazing Mountain Views!, holiday rental in Carefree

Gorgeous North Scottsdale Luxury Home With Amazing Mountain Views!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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, holiday rental in Carefree
2 Bedroom Casita in a golf resort in Carefree, AZ, holiday rental in Carefree

2 Bedroom Casita in a golf resort in Carefree, AZ

Holiday Rental House
2 bedrooms
2 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 ===, holiday rental in Carefree
=== Retreat Located on the Boulders South Golf Course ===, holiday rental in Carefree

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hacienda del Monumento - Your Luxury Desert Getaway, holiday rental in Carefree
Hacienda del Monumento - Your Luxury Desert Getaway, holiday rental in Carefree
Hacienda del Monumento - Your Luxury Desert Getaway, holiday rental in Carefree

Hacienda del Monumento - Your Luxury Desert Getaway

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Breathtaking Golf, Mountain and City Light Views, holiday rental in Carefree
Breathtaking Golf, Mountain and City Light Views, holiday rental in Carefree
Breathtaking Golf, Mountain and City Light Views, holiday rental in Carefree

Breathtaking Golf, Mountain and City Light Views

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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MILLION $ LUXURY AGAVE ESTATE+NEGATIVE EDGE POOL+360 VIEWS+DETACHED CASITA+&MORE, holiday rental in Carefree
MILLION $ LUXURY AGAVE ESTATE+NEGATIVE EDGE POOL+360 VIEWS+DETACHED CASITA+&MORE, holiday rental in Carefree
MILLION $ LUXURY AGAVE ESTATE+NEGATIVE EDGE POOL+360 VIEWS+DETACHED CASITA+&MORE, holiday rental in Carefree

MILLION $ LUXURY AGAVE ESTATE+NEGATIVE EDGE POOL+360 VIEWS+DETACHED CASITA+&MORE

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Elegant and Comfortable Home in North Scottsdale Resort Community, holiday rental in Carefree
Elegant and Comfortable Home in North Scottsdale Resort Community, holiday rental in Carefree
Elegant and Comfortable Home in North Scottsdale Resort Community, holiday rental in Carefree

Elegant and Comfortable Home in North Scottsdale Resort Community

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! 'The Funky Saguaro' Amazing 5 BR home near Whisper Rock on 1acre, pool, hot, holiday rental in Carefree
NEW! 'The Funky Saguaro' Amazing 5 BR home near Whisper Rock on 1acre, pool, hot, holiday rental in Carefree
NEW! 'The Funky Saguaro' Amazing 5 BR home near Whisper Rock on 1acre, pool, hot, holiday rental in Carefree

NEW! 'The Funky Saguaro' Amazing 5 BR home near Whisper Rock on 1acre, pool, hot

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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N. Scottsdale Studio Apartment, holiday rental in Carefree
N. Scottsdale Studio Apartment, holiday rental in Carefree
N. Scottsdale Studio Apartment, holiday rental in Carefree

N. Scottsdale Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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DOG Friendly! Near hiking w/Pool table, Heated Pool, & Spa, FREE GOLF great for, holiday rental in Carefree
DOG Friendly! Near hiking w/Pool table, Heated Pool, & Spa, FREE GOLF great for, holiday rental in Carefree
DOG Friendly! Near hiking w/Pool table, Heated Pool, & Spa, FREE GOLF great for, holiday rental in Carefree

DOG Friendly! Near hiking w/Pool table, Heated Pool, & Spa, FREE GOLF great for

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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