
Vacation rentals with a pool in Carefree
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Carefree

Total vacation rentals
Explore 130 vacation rentals in Carefree

Nightly prices starting at
Carefree vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Carefree vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Carefree rentals

4.8 Average rating
Carefree stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Carefree
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Cave Creek Boulder Guest Suite
Nestled into the hillside of a stunning natural Sonoran Desert landscape with boulders all around, this guest suite brings together unparalleled views of the private hillside and Black Mountain with luxurious appointments throughout to create the feeling of a true escape. Separate private entry, patio and yard space with views of desert boulders, saguaro, barrel cactus, ironwood and mesquite all around make your escape truly unique. Your Westin Heavenly bed and memory foam sleeper sofa awaits.

Grand Saguaro Palms ~ HUGE Private OASIS, Kierland
Whether you're visiting Scottsdale for a family vacation, golf getaway, or relaxing retreat; this property is for you! This oasis has a sparkling heated pool, games, and workout equipment the whole group will love! Nestled in a highly sought after area - you will be minutes from Kierland Commons, Scottsdale Quarter, TPC Scottsdale, West World, and McDowell Sonoran Preserve for outdoor adventures and hiking. This property is the perfect blend of comfort, privacy, and modern urban desert style.

Desert Escape
The Desert Escape is a cozy, tranquil home where traditional Cave Creek architecture meets modern conveniences in the most darling local neighborhood. Lounge by the pool, soak in the hot tub and enjoy the beautiful desert gardens. With Black Mountain a few blocks away it a convenient start to a morning hike. Walk to Local Jonny’s for coffee in the morning or music in the evening, Tonto Bar & Grill is equally as close as are all of the fun shops and other restaurants in this charming town.

Black Mountain Gem! Designer Completely Renovated!
Enjoy a stylish experience on Black Mountain! Modern, designer, completely renovated gem! It offers luxury, privacy, serenity, 360-degree panoramic views. City lights, sunset, sunrise, mountain views from atop Black Mountain! Million dollar views from the 2nd level deck that wraps around the home with private access from the primary bed. A 2nd private deck is located off a guest bedroom! Huge outdoor space with fireplace, and large back yard with views of the peak of Black Mountain!

Ridgeway Ranch- Old Western Sonoran Desert Getaway
Discover the charm of Old Town Cave Creek, a rare Western gem located in Arizona. Experience fine dining, art galleries, and shops in this cool, old western themed town. It is conveniently located within driving distance to the airport and the ultra chic Scottsdale, offering elegant dining and shopping. Enjoy nearby activities like golf, tennis, hiking, horseback riding, and much more. Cave Creek boasts diverse dining options from casual to fine. Your ideal Arizona getaway awaits!

Serene & Secluded - Heart of the Sonoran Desert!
Recognized as one of "10 Unbelievable Places to Celebrate Airbnb's 10th Anniversary" by MillionMile Magazine and LUX Magazine 2020 & 2023 winner of "Most Serene Desert Accommodation/Horse Boarding Facility Southwest USA". Rio Rancho Verde, a 55 acre Ecoranch on the edge of the National Forest, offers a Western ranch experience close to Scottsdale in the midst of the scenic Sonoran Desert. Our remote location offers privacy, peace and serenity from the hustle/bustle of city life.

Grayhawk Oasis Refreshing Pool & Spa Golf Retreat
Oasis in the Desert: A luxurious retreat in North Scottsdale’s exclusive Grayhawk community. Minutes from world-class golf courses like TPC, Grayhawk, and Troon North, and just 4 miles from Kierland Commons and Scottsdale Quarter for premier shopping, dining, and entertainment. Whether you’re relaxing in your private oasis or discovering Scottsdale’s finest, this haven offers unmatched elegance, comfort, and desert bliss. TPT#21512013 | Scottsdale Rental License #2028661

2/2~ Private setting, POOL & NEW Spa VIEWS
Walk to the Buffalo Chip, at the base of Black Mountain with 2 1/2 acres, sitting on a seasonal wash, wildlife is very abundant here. You can hear the music from town in the backyard. Enjoy the firepit, brand new jacuzzi and the stars, the sunsets are outstanding and if you like photography this is the place! Please note there are steps in this home. The entire home is built into the boulders. Third bedroom can be available for an additional hundred dollars per night.

Casita Bonita in N. Scottsdale,AZ by Troon & Golf
You will be staying in a private casita with its own entrance, full bathroom,full kitchen and living room area. Which includes use of the pool house. Abiding by new Scottsdale ordinance (guesthouse is not rented separately, main home and pool house are offered together) Features include, privacy, incredible Mountain Views ,tile pool and jacuzzi. Near Troon, Rio Verde & Four Season’s resort Experience the Sonoran desert .Message me for specific details and questions.

Mountain View|Pool, Firepit, Arcade, Putting Green
This 4-bedroom Northern Scottsdale home near McDowell Mountain Regional Park delivers mountain views, a private pool, hot tub, and 6-hole putting green. The fire pit, arcade games, ping pong, and Traeger grill keep groups entertained, while the rural desert setting offers hiking and horseback riding access. Built for families and friend groups seeking active getaways with space to spread out and plenty to do on-site.

Cave Creek Healing House-Heated Pool-Desert Oasis
Welcome to the healing house of Cave Creek — a spacious southwestern secluded oasis sanctuary in the middle of the western city of Cave creek, AZ. Enjoy the TRUE beauty of the Arizona desert sprinkled with saguaro cacti and a plethora of desert wildlife.

Tranquility Surrounds YOU in this New Modern Home
Tranquility surrounds you the moment you set foot on this property. Enveloped by the gorgeous Sonoran Desert with mountain views, located in the heart of Carefree, Arizona.This family-friendly property offers a true vacation experience.
Popular amenities for Carefree rentals with a pool
House rentals with a pool

3BR|3B Scottsdale Retreat at The Boulders Resort

Luxury Sonoran Desert Retreat

de las Cruces - Cave Creek Oasis with Pool

Sprawling Arizona Oasis w/ Dream Backyard

Sunset‑view pool retreat in Carefree

$2.5M LUX HOME | Incredible views, spas, golf&more

Cave Creek | Mountain Views, Hot Tub & Fire Pit

Carefree/Cave Creek Cozy Condo
Condo rentals with a pool

Palm Paradise-Old Town Condo with Sunset Views

Mariposa at the Maya: Tulum Style Scottsdale Condo

Swimming Pool | Hot Tub | King Bed & Garage!

Immaculate North Scottsdale Condo Near Westworld

270° City/Mountain views! "The Perch"

Marriott Canyon Villas Studio

Sonoran Hideaway w/Exclusive Resort Pool Pass!

Cute and Cozy Condo with Heated Pool & Hot tub
Home rentals with a private pool

Mid-Century Modern w/ Guest House in Old Town

Private Pool, Hot Tub & Games Near Kierland

Luxury Guest Suite in Resort Setting with Pool

Paradise Found, Conferences, Concerts, GCU, Pool

Arcadia Beauty w/ Pool-5 mins from Old Town

Santa Fe Modern in the Center of Scottsdale

Industrial-Chic Old Scottsdale Home with Private Pool

Pool, Putting Green, L2 EV Charger Near Kierland
When is the best time to visit Carefree?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,484 | ﺩ.ﺇ 1,954 | ﺩ.ﺇ 1,708 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,381 | ﺩ.ﺇ 1,451 |
| Avg. temp | 14°C | 16°C | 19°C | 23°C | 28°C | 33°C | 35°C | 35°C | 32°C | 25°C | 18°C | 13°C |
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- Rentals with a washer and dryer Carefree
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- Rentals with a fireplace Carefree
- Apartment rentals Carefree
- Family-friendly rentals Carefree
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- Fitness-friendly rentals Carefree
- Rentals with pools Maricopa County
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- Rentals with pools United States
- Phoenix Convention Center
- Lake Pleasant
- Chase Field
- TPC Scottsdale - Champions Course
- Grayhawk Golf Club
- Grand Canyon University
- State Farm Stadium
- The Westin Kierland Golf Club
- Salt River Fields at Talking Stick
- Peoria Sports Complex
- Arizona State University
- Desert Diamond Arena
- Sloan Park
- WestWorld of Scottsdale
- Surprise Stadium
- Tempe Beach Park
- Footprint Center
- Goodyear Ballpark
- Scottsdale Stadium
- Salt River Tubing
- Camelback Ranch
- Papago Park
- Westgate Entertainment District
- We-Ko-Pa Golf Club





