Holiday rentals with a pool in Calabasas

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. *pricing has been updated due to Airbnb’s 15.5% host fee*

Family · Value · Parks

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.

Family · Location · Check-in

LA Home, Heat Pool+Spa +Kid Fun Zone, Near Malibu

BUILT FOR FAMILIES, Los Angeles (EV Car Chargers FREE) 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. Study Work Desk. Jacuzzi, Cable, Wi-Fi, Office Work Space, Private Parking, Ping Pong tables, Corn Hole, Floating beds for the pool and Jungle Gym.

Value · Family · Cleanliness

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!

Location · Family · Condition

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

A plant lover's paradise tucked into a private backyard studio guesthouse, your own escape w/ a cal king bed, large pool, hot tub, cabana, and massage chair, not shared, all yours to enjoy! Surrounded by tropical fruit trees, an organic garden, and an aquaponics system, a true botanical hidden oasis. Cannabis-friendly (outdoors only). Mention "420" for complimentary organically grown pre-rolls (subject to availability). Max 2 guests. Please confirm you've reviewed the house rules when booking.

Family · Location · Hot tub

Magical sanctuary - hot tub/pool

This magical private retreat has something for the entire family. From relaxing in the beautiful gardens to enjoying the pool and hot tub in the wet area, this is a truly special one of a kind vacation home. It features three large bedrooms as well as a private separate guest cottage, a beautiful open living room dining room and kitchen area and two stunning newly renovated full bathrooms. Stunning views and private grounds. There are even roaming peacocks! $25 per day propane fee for hot tub

Value · Location · Bathroom

Cali Luxury Dream Pool Hideaway + Guest Suite

HSR23-001194 Welcome to "Cali Luxury Dream Hideaway," where California allure meets Bali enchantment. This secluded retreat boasts a gated property with lush greenery and a stunning saltwater pool and spa. Our home features elegant living areas, stylish furniture, and a chefs kitchen with quartz counters. Upstairs, find three bedrooms, including a master bedroom with ensuite bath. Fourth bedroom is located in the guest suite and includes a private entrance, full kitchen, and bath.

Family · Value · Hot tub

Island Style Oasis Home- Island in the Sky

Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

Value · Family · Kitchen

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

Location · Value · Quiet

Luxury Oasis: Heated Pool & Home Theater

Luxurious & spacious with a heated pool & waterfall feature. Heated Pool (addtl $) Gourmet outdoor kitchen, seating, 65" TV True theater with recliner seating, surround sound & additional 75" TV Family Friendly: Lockable pool, Games and pool toys for all. Fully equipped kitchen Fitness Ready: Peloton bike & selectable dumbbells. Great Location: Quiet and safe, easy parking, near Westfield Topanga. Perfect for: Relaxation, family fun, movie enthusiasts, and fitness lovers

Location · Value · Parking

Topanga Canyon Loft | Private Pool + Hot Tub | C&C

Tucked in Topanga Canyon's Fernwood enclave, this architectural tiny home for two pairs canyon seclusion with genuine luxury — a private infinity pool and hot tub frame sweeping state park views from the wrap-around deck. Lofted queen bed, full kitchen, BBQ grill, dedicated workspace, and direct trail access to Topanga State Park. Spa heating complimentary; pool heating $100/day. Family- and pet-friendly ($100 pet fee). 15 minutes to Malibu. Managed by Colby & Conrad.

Family · Location · Condition

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.

Value · Location · View