Vacation 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 favorite
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, 744 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.

Top guest favorite
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
4.96 out of 5 average rating, 103 reviews

Heated Pool & Spa, BBQ, Pool Table, Games, Private

Gorgeous villa in the nicest area of Encino, seconds from Ventura Blvd's vibrant scene of entertainment, dining, and shopping. -Heated Pool/Jacuzzi -Pool table -Ping Pong -Mini Golf -BBQ Grill -Private Backyard/Patio, Walls & Gates -Arcade Games -Life-Sized Giant Games Private sanctuary shielded by mature trees/walls around the backyard, pool & Jacuzzi in near-total seclusion. Primary Suite is down a private hall to separate from the crew. Great Room: living/dinning/kitchen/open-concept.

Top guest favorite
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, 116 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 favorite
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, 107 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 favorite
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
4.99 out of 5 average rating, 735 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 favorite
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 Sherman Oaks
4.89 out of 5 average rating, 118 reviews

Resort style villa home/pool & jacuzzi, king bed

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!

Guest favorite
A tranquil saltwater pool is framed by vibrant pink flowers and lush greenery. Comfortable chaise lounge chairs are positioned beside the pool, inviting relaxation under the clear blue sky.
Guest suite in Hollywood Hills
4.93 out of 5 average rating, 104 reviews

Serene Mediterranean Oasis - Private Pool/Jacuzzi

A one bedroom, one bathroom rental on a completely private floor in our beautiful Hollywood Hills home. This is an ultra-private home on a cul-de-sac street that is entirely fenced-in and covered with lush ivy. This is one of the oldest homes in the neighborhood and was originally built in 1925. It has been upgraded overtime but exudes charm and will transport you to a serene Mediterranean oasis. Imagine Tuscany, yet you are only 10 minutes to prime Hollywood or Studio City!

Top guest favorite
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, 198 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 favorite
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
4.98 out of 5 average rating, 204 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 favorite
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, 627 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.

Superhost
A spacious living area is highlighted by a plush, dark blue sectional sofa facing a large wall-mounted TV. Natural light fills the room through sliding glass doors that provide a view of the outdoor pool area. A modern fireplace adds a cozy touch.
Home in Tarzana
4.87 out of 5 average rating, 148 reviews

King Suite | HTD Pool | BBQ | Newly Renovated

Enjoy a wonderful stay in this completely renovated home in Tarzana. This is a 4-bedroom, 2-bathroom home with 1 Cal king suite, 3 queen, and 1 full size beds, and a beautiful backyard with a large pool, BBQ set, and outdoor seating and dining. Conveniently located near the following tourist attractions: A 25-minute drive to Universal Studios, 25 minutes to Hollywood, 35 minutes to Downtown LA, 25 minutes to Malibu, and 1 hour to Disneyland.

Guest favorite
Apartment in Calabasas
4.92 out of 5 average rating, 151 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.

Popular amenities for Calabasas rentals with a pool

When is the best time to visit Calabasas?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,525 GYDG$38,186 GYDG$41,108 GYDG$41,525 GYDG$44,864 GYDG$41,108 GYDG$53,419 GYDG$70,947 GYDG$62,809 GYDG$52,167 GYDG$49,872 GYDG$45,281 GYD
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Quick stats about vacation rentals with a pool in Calabasas

  • Total vacation rentals

    Explore 110 vacation rentals in Calabasas

  • Nightly prices starting at

    Calabasas vacation rentals start at G$6,260 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Calabasas vacation rentals include wi-fi 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!

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