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
The outdoor area features a sparkling pool surrounded by lush greenery, with light reflections enhancing the water's surface. A shaded table with chairs is positioned nearby, under a large umbrella. Soft lighting adorns the palm trees, creating a welcoming atmosphere for relaxation.
Guesthouse in Granada Hills
4.95 out of 5 average rating, 144 reviews

Bella's Suite is a cozy, quiet, poolside getaway.

Bella's suite feels like a tropical getaway with its soothing earth tone décor. You immediately feel like you are home. There's a full kitchen, a beautiful rain shower, a very comfortable memory foam queen bed, 2 Roku TVs, a dining table, and a dedicated workspace in the bedroom. You can relax by the pool located next to the suite. Both inside & outside of Bella's Suite are supremely well-kept and cleaned after each stay. It is blocks away from grocery stores, restaurants, and major freeways.

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, 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 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, 103 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
4.98 out of 5 average rating, 730 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.

Top guest favorite
The living area features a cozy fireplace with a gently flickering flame. A spacious black leather sofa faces a large flat-screen TV, while a wooden coffee table sits at the center. Natural light enters through a window adorned with sheer curtains, complemented by tasteful wall art.
Guesthouse in Reseda
4.93 out of 5 average rating, 277 reviews

Spacious 600 SF. Upstairs Studio with weekly maid

Relax in your bright & spacious open-concept Guest house (Due to owner ALERGY and HEALTH condition we can’t have SERVICE and or EMOTIONAL ANIMAL on the property) upstairs studio 700 SF of space, Queen bed, full kitchen, fireplace, A/C and heat. Shared garden patio & pool. BBQ, gazebo; plenty of seating both in and out of the sun, Coin operated Washer & Dryer. Easy parking, cable TV, fast Wi-Fi. No smoking. Central location in Encino, minutes from Lake Balboa Park and recreation area.

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, 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 favorite
Home in Los Angeles
5 out of 5 average rating, 165 reviews

Hollywood Hills/Sunset Strip Marmont Retreat

Stylishly re-imagined mid-century modern with a pool and perfect location in the Hollywood Hills, just above Sunset Strip. The essence of SoCal chic, the artsy rock-and-roll vibe of this fully re-built and newly furnished three bedroom hideaway evokes the history of its Chateau Marmont neighbor, while delighting guests with the modern touches of a designer home. We welcome you to this architectural gem and endeavor to provide you with a unique and memorable stay.

Guest favorite
Double doors open to reveal serene outdoor views of lush greenery and rolling hills. A wooden deck surrounds a tranquil plunge pool, creating a seamless connection between indoor and outdoor spaces. Natural light floods the room, accentuating the inviting ambiance.
Bungalow in Topanga
4.97 out of 5 average rating, 282 reviews

Topanga Pool House

The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

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
4.99 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 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, 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 favorite
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, 337 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 favorite
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, 145 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$41,635 GYDG$38,288 GYDG$41,217 GYDG$41,635 GYDG$44,983 GYDG$41,217 GYDG$53,561 GYDG$71,136 GYDG$62,976 GYDG$38,497 GYDG$40,798 GYDG$45,610 GYD
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Quick stats about vacation rentals with a pool in Calabasas

  • Total vacation rentals

    Explore 100 vacation rentals in Calabasas

  • Nightly prices starting at

    Calabasas vacation rentals start at G$6,277 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 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

    60 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

  • 4.9 Average rating

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

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