
Vacation rentals with a pool in Carefree
Find and book unique homes with a pool on Airbnb
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.

Desert Oasis - North Scottsdale
Enjoy a cup of coffee on the patio followed by a relaxing float in the pool while listening to the sounds of the waterfall. Later, watch your favorite sports or series in the cabana, or play a game of corn hole while barbecuing and enjoying the beautifully colored lights that illuminate the pool and garden. If a night out is in order, the shopping and dining are unparalleled. Beautifully maintained, well equipped, and comfortable, this house and area will not disappoint! Pool is not heated

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.

The Nancy - A Scottsdale Oasis
Completely rebuilt and interior finishes designed by Peggy Haddad Interiors. Soaring ceilings through main living with 24'x10' rear glass slider provides indoor-outdoor living. Split floorplan with a primary bedroom on each wing. Heated Pebble Tec pool with fire bowls and waterfall, inground hot tub~ Travertine patio and pool decking, gas firepit. The Nancy is centrally located between Old Town Scottsdale and Kierland Commons. Within 30 minutes of multiple hiking trails and golf courses.

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.

Desert Paradise Casita
Desert Paradise Casita is located behind our home. We are in North Phoenix with great shopping and restaurants nearby. The casita is private, and you will have the whole place to yourself. It is surrounded by the beautiful desert with mountain and city light views. There are biking and hiking trails nearby. Our property is close to 2 highways (I-17 and 101). We are about 25 minutes from downtown Phoenix, 25 min. from Sky Harbor Airport. We are 15 min from North Scottsdale.

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.
Popular amenities for Carefree rentals with a pool
House rentals with a pool

The Windstone

Cave Creek Serenity with Gorgeous Desert Views!

Lux | Heated Pool | Relaxing | Fire Pit | BBQ

Luxury North Scottsdale Oasis

Desert Escape • Pool, Spa & Golf Near Troon North

Cozy Southwest Rural Scottsdale home on 1+ acre

DD Ranch with Amazing Views!

Unique-Infinity Pool, Speakeasy & Secret Golf Room
Condo rentals with a pool

Palm Paradise-Old Town Condo with Sunset Views

Relaxing Lakeside Oasis, Heated Pool* & Spa 2B 2Ba

Ultra-Clean, Designer Condo, Next to Pool & Gym

Spotless, Easy Self Check-in/Check-Out

Immaculate North Scottsdale Condo Near Westworld

Walking distance to Old Town Scottsdale!!

270° City/Mountain views! "The Perch"

Marriott Canyon Villas Studio
Home rentals with a private pool

Private Pool & Hot Tub Near Kierland Commons

Luxury Guest Suite in Resort Setting with Pool

Paradise Found, Conferences, Concerts, GCU, Pool

Arcadia Beauty w/ Pool-5 mins from Old Town

The Palm: Heated Pool, BBQ, Fire Pit & Game Room

Scottsdale Group Getaway | Large Pool | Sleeps 16

Industrial-Chic Old Scottsdale Home with Private Pool

The "Pool Cottage" Upgraded Home FREE Heated Pool
When is the best time to visit Carefree?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $563 CAD | $742 CAD | $648 CAD | $486 CAD | $428 CAD | $428 CAD | $428 CAD | $428 CAD | $453 CAD | $481 CAD | $524 CAD | $551 CAD |
| 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 |
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 $112 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Carefree vacation rentals include wifi 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!
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- Phoenix Convention Center
- Chase Field
- Lake Pleasant
- TPC Scottsdale - Champions Course
- Grayhawk Golf Club
- The Westin Kierland Golf Club
- Salt River Fields at Talking Stick
- WestWorld of Scottsdale
- Peoria Sports Complex
- Sloan Park
- Grand Canyon University
- Surprise Stadium
- Tempe Beach Park
- State Farm Stadium
- Goodyear Ballpark
- Desert Diamond Arena
- Scottsdale Stadium
- Arizona State University
- Salt River Tubing
- Footprint Center
- Camelback Ranch
- We-Ko-Pa Golf Club
- Papago Park
- Hurricane Harbor Phoenix





