Vacation rentals with a pool in Calabasas

Apartment in Hidden Hills

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*

4.92 out of 5 average rating, 177 reviews

4.99 out of 5 average rating, 280 reviews

A spacious outdoor deck features a set of modern loungers set against a backdrop of vibrant sunset colors. The deck overlooks rolling hills and a serene landscape, with a dining area visible nearby, providing an inviting space for relaxation or outdoor meals.

Home in Sherman Oaks

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.

4.99 out of 5 average rating, 781 reviews

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

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.

4.98 out of 5 average rating, 117 reviews

A warm, inviting house features a large front porch with wooden railings, surrounded by vibrant gardens. Lush greenery and various plants are present, with a backdrop of rolling hills under a clear blue sky.

Home in Topanga

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

4.98 out of 5 average rating, 102 reviews

The rustic guesthouse is positioned on a hillside, offering panoramic views of the Santa Monica mountains. Surrounding greenery and rock formations create a natural landscape. A pool and expansive outdoor area are evident, inviting guests to enjoy the beauty of the environment.

Guesthouse in Malibu

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!

A serene outdoor area features a saltwater pool surrounded by tropical plants. Comfortable lounge chairs are positioned next to the pool, complemented by a large umbrella for shade. A decorative hanging chair and small tables are included for relaxation.

4.91 out of 5 average rating, 115 reviews

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.

4.83 out of 5 average rating, 150 reviews

Blue Heaven on the Hills

Welcome to Your Private Woodland Hills Oasis! Experience the ultimate escape in this spacious 5-bedroom, 3-bathroom home nestled in the heart of Woodland Hills. Perfect for families or groups, this luxurious retreat boasts a sparkling private pool, a beautifully landscaped backyard, and all the comforts of a high-end getaway. Key Features: • 🌟 5 Spacious Bedrooms: Each designed with relaxation in mind. • 🛁 3 Full Bathrooms: Modern and fully stocked for your convenience.

A spacious outdoor area features a heated pool surrounded by a well-kept lawn, with lounge chairs and shaded seating options nearby. The contemporary house stands against a vibrant twilight sky, showcasing large windows and a relaxed atmosphere, with a safety fence enclosing the pool.

4.97 out of 5 average rating, 124 reviews

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

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.

4.95 out of 5 average rating, 216 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

4.81 out of 5 average rating, 107 reviews

Villa in Brentwood

Brentwood 5BR/Heated Pool, Jacuzzi, Game Room

Gather your loved ones and escape to a wonderful getaway with endless opportunities for fun! Our beautiful Brentwood property offers: ☀A heated pool/spa (extra fee) ☀A game room complete with an air hockey table ☀Prime location in the heart of Brentwood ☀The beach is just a short 10-minute drive away ☀ 1 mile from UCLA ☀Spacious accommodations with 5 bedrooms, 4 bathrooms, and 7 cozy beds Send us a msg with any questions at all and personalized recommendations!

4.98 out of 5 average rating, 221 reviews

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

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.

4.98 out of 5 average rating, 186 reviews

A modern kitchen features sleek countertops and dark cabinetry, complemented by a stylish tile backsplash. High-end stainless steel appliances are integrated, with a spacious open layout that allows for easy movement. Natural light streams in through the window, illuminating the inviting cooking space.

Home in Thousand Oaks

A Happy Home w/Sparkling Pool

Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!

Popular amenities for Calabasas rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 149 reviews

A clear, inviting pool is surrounded by lush greenery and elegant lounge chairs. An umbrella provides shade for a seating area, while trees offer privacy and serenity. The blue sky reflects on the water's surface, enhancing the tranquil ambiance of the outdoor space.

Home in Encino

Heated Pool Spa • BBQ • Pool Table/Games • Private

4.94 out of 5 average rating, 125 reviews

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

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

4.93 out of 5 average rating, 163 reviews

Home in Tarzana

Private 3BR LA Oasis w Pool, Spa & Covered Patio

4.88 out of 5 average rating, 113 reviews

An outdoor area is featured, showcasing a large, inviting pool surrounded by a tiled patio. Comfortable seating with light-colored cushions is arranged under a large umbrella. Lush greenery and palm trees provide a serene backdrop against a clear blue sky.

Home in Encino

Poolside View Villa

4.89 out of 5 average rating, 146 reviews

The exterior view presents a charming villa enveloped in greenery, with a sprawling front lawn and well-maintained flower beds. The home showcases an inviting facade highlighted by large windows, flanked by a two-car garage on a patterned driveway, all set against a vibrant sunset sky.

Home in Studio City

Luxurious villa King Beds Pool & Spa

4.92 out of 5 average rating, 187 reviews

An outdoor kitchen area is highlighted by a large rock formation, featuring two stainless steel grills and a mounted TV. Stylish seating with turquoise cushions surrounds a curved bar, complemented by landscaped greenery and palm trees in the background.

Home in Moorpark

Island Style Oasis Home- Island in the Sky

4.91 out of 5 average rating, 391 reviews

3BR Retreat-pool/pet friendly/prime LA location

4.82 out of 5 average rating, 103 reviews

A private backyard oasis features a heated pool surrounded by vibrant green grass. Colorful pool floats, including a pink inflatable, are visible. Soft outdoor lighting enhances the inviting atmosphere, and a covered patio area is seen in the background, offering a shaded space for relaxation.

Home in Reseda

Modern Pool House I 4Beds I Spa I Game Room

Condo rentals with a pool

4.93 out of 5 average rating, 119 reviews

A leather sofa with assorted cushions is positioned in a bright living area, complemented by framed monochromatic artwork of ocean waves. A round coffee table sits centrally, and a floor lamp illuminates the space. Light filters through sheer window coverings, and a patterned wall hanging adds texture.

Condo in Thousand Oaks

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

Condo in Westlake Village

A well-appointed kitchen features stainless steel appliances, including a refrigerator and oven. Light-colored cabinetry complements the quartz countertops. A center island displays a bowl of fresh fruit, while a window offers natural light and views of the greenery outside.

Updated 2 Bed 2 Bath Condo Westlake Village

4.89 out of 5 average rating, 108 reviews

4.9 out of 5 average rating, 117 reviews

Condo in Ocean Park

Fantastic Santa Monica Beach

4.96 out of 5 average rating, 197 reviews

DTLA Skyscraper With City Views

A bright living area features large windows dressed with dark curtains, allowing natural light to fill the space. Elegant light fixtures hang from the ceiling. A plush sectional sofa is arranged around a glass coffee table, while a modern dining table and chairs are positioned nearby.

4.86 out of 5 average rating, 186 reviews

DTLA Elegance & Style (1 bdrm, Free Parking, Pool)

4.85 out of 5 average rating, 197 reviews

Condo in Glendale

Luxury 2 BR Glendale condo with pool

A spacious living area features large windows, allowing ample natural light to fill the space. A comfortable gray couch sits in the center, facing a large TV and audio equipment. Decorative plants and shelves with musical instruments add character to the room.

4.96 out of 5 average rating, 118 reviews

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

A spacious living area features large windows offering city views, complemented by natural light. A comfortable sofa sits opposite a 65" Smart TV, while a dining table for four is positioned nearby. Stylish decor includes a patterned rug and modern artwork on the walls.

4.98 out of 5 average rating, 215 reviews

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

Home rentals with a private pool

4.96 out of 5 average rating, 491 reviews

Home in Encino

Keep Cool in the Poolside Shade at a Charming Encino House

4.99 out of 5 average rating, 296 reviews

A tranquil view of the villa reflected in the clear pool water. The villa features arched windows and outdoor spaces adorned with plants. Sun loungers are placed around the pool, providing an inviting area for relaxation.

Home in Sherman Oaks

2 BR Mediterranean Oasis Sleeps 6!

Guesthouse in Valley Glen

A serene garden setting is depicted, featuring a private guesthouse with large glass doors that open to a lush green lawn. A natural stone pool glistens nearby, accented by various trees and shrubbery. Outdoor lounge chairs are positioned invitingly under the shade.

Serene Cozy Guesthouse Garden Oasis

4.96 out of 5 average rating, 298 reviews

4.86 out of 5 average rating, 305 reviews

Home in Studio City

Mighty Cool House in the Hills – Pool & Epic Views

4.9 out of 5 average rating, 204 reviews

Home in Lake Balboa

101 Stunning Valley Retreat | Pool • Spa • Family

Guesthouse in Sherman Oaks

A stone pathway leads to the entrance of the cottage, framed by lush greenery and flowering plants. French doors offer a glimpse of the inviting interior. A small outdoor seating area is positioned beside the door, nestled under the shade of a broad tree.

Contemporary Cottage - An Oasis with a Private Heated Pool.

4.95 out of 5 average rating, 205 reviews

4.92 out of 5 average rating, 357 reviews

Home in Mid - Wilshire

Pool Oasis in Vintage Craftsman House