Holiday rentals with a pool in Calabasas

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Calabasas

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Moorpark
4.95 out of 5 average rating, 124 reviews

Pickleball/ Fireplace/ Hot tub/ HDTV

Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Top Guest favourite
A clear swimming pool reflects the sky, with a colorful beach ball gently floating on the water's surface. Comfortable lounge chairs and an umbrella provide shaded seating nearby, while green hills rise in the background, creating a serene outdoor space.
Guest suite in West Hills
4.99 out of 5 average rating, 742 reviews

LA, Top of the Hills, Views, Pool, Private Suite

We would like to offer people from all over the world visiting Los Angeles a place to relax after intense sightseeing tours or after a long work day. We created a little suite that has a separate bedroom, a separate living room, and a private bathroom with amazing views of the valley hills and the city right by the pool. Just have a glass of wine at the end of our back yard on top of the hill and watch the moon and stars, do a few laps in the pool, or just watch a movie in your own living room.

Guest favourite
A spacious open-plan living area features large glass doors leading to the outdoor space. A modern dining table is complemented by a stylish pendant light. A comfortable seating arrangement is visible beside a fireplace, with a television mounted on the wall.
Home in West Hills
4.98 out of 5 average rating, 113 reviews

Lux Resort Gorgeous Views & Pool

Wake up to a breathtaking view of the sunrise at this newly renovated 5BDR luxurious home, located in the most peaceful area in West Hills. Comes with a pool, 6bd (1 king, 1 queen) ping pong table, theater/game room & balcony access for 4 rooms. Next to the 118 and 101 freeways makes it a less than 20 minutes drive to most entertainment places in Los Angeles like Hollywood, Malibu, Santa Monica, Universal Studios, a 5 min drive to essential markets & 1 of southern Cali’s biggest shopping malls!

Guest favourite
An aerial view captures the property layout, featuring a saltwater pool surrounded by a security fence. The outdoor area includes sun loungers, a covered patio with seating, and a play structure for children. A detached garage is positioned near the back of the property.
Home in West Hills
4.96 out of 5 average rating, 102 reviews

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches

BUILT FOR FAMILIES, Los Angeles, less than 25 min from Malibu, Downtown, Hollywood, Venice, Pasadena, Universal City, Beverly Hills, Santa Monica. This home has been Newly Furnished and Completely Remodeled. Heated Salt Water Pool, Fitness Equipment, Full Kitchen, BBQ, Big Screen TVs indoors and outdoors by the Pool. Jacuzzi, Cable, Wi-Fi, Office Work Space, Private Parking, EV Car Chargers, Ping Pong tables, Corn Hole, Floating beds for the pool, Basketball Hoop for the pool and Jungle Gym.

Top Guest favourite
A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.
Guesthouse in Reseda
4.98 out of 5 average rating, 728 reviews

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Unwind in our studio guesthouse, tucked away in a peaceful backyard retreat with a large private pool, cabana, massage chair, and hot tub. Immerse yourself in paradise, surrounded by tropical fruit trees, an organic garden, and an aquaponics system. Outdoor bliss awaits for 420 enthusiasts (outdoors only). Mention '420 friendly' while booking to receive a gift of our homegrown, pesticide-free cannabis. Max 2 guests, no exceptions. Kindly review our description and house rules before booking.

Guest favourite
A serene outdoor space is illuminated by soft string lights draped over the trees, reflecting gently on the still surface of the inviting pool. Lush greenery and trimmed garden beds create a peaceful atmosphere, enhancing the sense of tranquility.
Tiny home in Topanga
4.91 out of 5 average rating, 214 reviews

Topanga Canyon Oasis by Colby & Conrad

Be WOW-ed by nature's beauty on this superbly curated, effortlessly magnificent property at the edge of an enchanting forest. Plunge into the infinite pool & warm up in the spillover hot spa as you take in the pristine canyon view. Sip coffee under the oaks listening to the hum of birds & bees. Explore the winding paths thru the crystal forest & cactus garden. Enjoy concierge wellness services on-site. A perfect respite for any retreat. Join us to renew. Featured in Better Homes & Gardens.

Top Guest favourite
A light-colored guest house is visible, featuring a door framed by two black chairs and a small bench. A surfboard leans against the wall. The saltwater pool glimmers, with a patio area and BBQ grill nearby, surrounded by green grass and landscaping.
Home in Woodland Hills
4.95 out of 5 average rating, 193 reviews

Charming Private Guest House with Kitchen and Pool

Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

Top Guest favourite
The exterior of the mid-century modern home is showcased at dusk, highlighting a pool in the foreground. A dining set sits beside the pool, with large windows revealing the interior space. Architectural elements include a stone chimney and surrounding greenery.
Home in Thousand Oaks
4.99 out of 5 average rating, 201 reviews

Eichler -Private- Oasis: Pool & Spa Escape

Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

Top Guest favourite
A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 619 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Guest favourite
The outdoor area features a private pool and hot tub surrounded by a spacious patio. Adjoining the house, a covered seating area is visible, with comfortable chairs arranged on the deck. Lush greenery offers a natural backdrop to this serene retreat in Malibu Wine Country.
Guesthouse in Agoura Hills
4.93 out of 5 average rating, 336 reviews

Santa Monica Mtn/Malibu Wine Country Guest Villa

This beautiful guest villa is situated in the Santa Monica Mountains/Malibu Wine Country. Zuma beach, Calamigos Ranch, wineries, an restaurants are minutes away. This scenic retreat on a vineyard estate has its own private pool, hot tub, patio, a spacious backyard. Outdoor bbq grill and sink; however, No indoor kitchen stove/sink. Our guests have privacy & space to relax in this rural setting so close to the 101 Agoura and kanan to Malibu.

Guest favourite
An outdoor lounge area features comfortable seating arranged around a modern fire pit. A large screen displays a golf course scene, surrounded by lush palm trees and leafy greenery. The ambiance is enhanced by evening lighting, creating a relaxed atmosphere.
Apartment in Calabasas
4.92 out of 5 average rating, 144 reviews

Luxury 2 King Master Bdrm Woodland Hills

Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.

Top Guest favourite
An outdoor dining area features a rugged wooden table surrounded by black chairs, illuminated by a large orb chandelier. The space overlooks city views under a twilight sky, showcasing distant hills and lights of the Silver Lake neighborhood.
Guest suite in Silver Lake
4.98 out of 5 average rating, 162 reviews

Oasis in the City

Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.

Popular amenities for Calabasas rentals with a pool

When is the best time to visit Calabasas?

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Avg. price$343 NZD$315 NZD$339 NZD$343 NZD$370 NZD$339 NZD$441 NZD$585 NZD$518 NZD$317 NZD$336 NZD$375 NZD
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Quick stats about holiday rentals with a pool in Calabasas

  • Total holiday rentals

    Explore 100 holiday rentals in Calabasas

  • Nightly prices starting at

    Calabasas holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Calabasas holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Calabasas rentals

  • 4.9 Average rating

    Calabasas stays are highly rated by guests—averaging 4.9 out of 5!

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