
Holiday rentals with a pool in Calabasas
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Calabasas

Total holiday rentals
Explore 110 holiday rentals in Calabasas

Nightly prices starting at
Calabasas holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Calabasas holiday rentals include wifi access

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

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

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*

Iconic Mulholland Hills Retreat Best Views in LA
LOCATION, LOCATION, LOCATION. California casual with real Hollywood Hills energy. Perched on one of Mulholland’s most coveted streets — moments from Beverly Hills, Bel Air & Sherman Oaks — this private Beverly Ridge home is all about the view and the vibe. Walls of glass, open flow, canyon mornings, pool days, hot tub nights, and a screening room for movie nights. Not sterile or generic — warm, cinematic, unforgettable. Eight years of five-star hosting. A warm, soulful stay with cool LA energy.

Modern Family Farmhouse pool&spa, treehouse, bocce
Bright, beautiful home full of activities including; kids tree house, bocce ball court, golf putting green and fruit trees in season. Featuring, pool, jacuzzi, two king bed master bedroom suites, kids room, patio furniture, fire pit, BBQ, and farm table for outdoor dining. Close to great hiking trails and Malibu Beach is only 25 minutes away. Come enjoy fruit and the fun at The Orchard House. Have fun with the whole family at this stylish home. Note: Heated pool accommodation is $100-$75 a day.

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.

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

Rustic mountain retreat
Escape to the beauty of the Santa Monica mountains with breathtaking views and hikes on the door step. This rustic guesthouse is across the courtyard from where we live. You can share our pool and collect fruit from our orchard. We have an incredibly friendly Pyrenees - St Bernard mix, Ozzy, who likes to co-host. But we don’t allow pets as the local wildlife is not as friendly as Ozzy! This is a place for nature- lovers who don’t mind the odd critter. Or a 20 minute drive to buy a coffee!

Luxurious villa King Beds Pool & Spa
Unique, stylish, and luxe Villa located in the heart of Studio city Easy access to Westside, shopping & dining on the blvd. Views! Special features include a sparkling heated pool and spa, indoor and outdoor firepit, chef's kitchen, and spacious bedrooms with designer bathrooms. Hardwood Floors and recessed lighting as well as our seamless check-in via personalized key code. There is always someone available to help with questions to make your stay an effortless and magical experience!

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.

Private 3BR LA Oasis w Pool, Spa & Covered Patio
Escape to a stylish modern farmhouse designed for family vacations, business travelers, couples, and friends. Enjoy a private gated pool and spa, plus alfresco dining under the covered patio. With 3 bedrooms (King primary), 1.5 baths, a fully stocked chef’s kitchen, and gated parking for 3 cars, comfort meets convenience. Located in Tarzana, about 25 miles from World Cup venues, with easy freeway access to beaches, Universal Studios, bars and restaurants and top LA attractions.

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

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

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

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

The Oasis | Sleeps 6 | Private Pool & Garden

King Suite | HTD Pool | BBQ | Newly Renovated

3BR home, private pool-pet friendly-central to LA

Poolside View Villa

The perfect fun loving home with pool and spa

Stunning Mediterranean with pool, spa, bbq, gym.

Eichler Orange - Mid Century Modern
Apartment rentals with a pool

Updated 2 Bed 2 Bath Condo Westlake Village

Pool | XL Hot Tub | King Bed | WD | Workspace

DTLA Skyscraper With City Views

The Lofts: Rooftop Pool & Spa, Free Parking, DTLA

Luxury 2 BR Glendale condo with pool

Stylish Modern industrial condo with Rooftop pool

Fantastic Santa Monica Beach

@ Marbella Lane - Luxurious 3BR Penthouse
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

Hollywood Hills Mid Century- pool BBQ & epic views

101 Stunning Valley Retreat | Pool • Spa • Family

Contemporary Cottage - An Oasis with a Private Heated Pool.

Private Chic Guest Suite Beachwood Canyon Pool/Spa

Chic Yoga Villa & Saltwater Pool Sunset Junction Silverlake.

Pool and Historical Swiss Chalet in Los Angeles

Bohemian Bungalow with a private pool
When is the best time to visit Calabasas?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £227 | £206 | £158 | £145 | £148 | £221 | £188 | £250 | £221 | £184 | £176 | £160 |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
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- Disneyland Park
- Venice Beach
- Universal Studios Hollywood
- Beach House
- Santa Monica Beach
- SoFi Stadium
- University of California - Los Angeles
- Los Angeles Convention Center
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