Vacation rentals with a pool in Calabasas

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

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.

Topanga Canyon Oasis by Colby & Conrad

Be WOW-ed by nature's beauty on this superbly curated, effortlessly magnificent property at the edge of an enchanting forest. Plunge into the infinite pool & warm up in the spillover hot spa as you take in the pristine canyon view. Sip coffee under the oaks listening to the hum of birds & bees. Explore the winding paths thru the crystal forest & cactus garden. Enjoy concierge wellness services on-site. A perfect respite for any retreat. Join us to renew. Featured in Better Homes & Gardens.

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

Malibu Canyon Mountain Retreat : 10min to Beach

The Mountain Nest Enjoy the peace and quiet of Malibu Canyon ! This guest house is the perfect location for friends looking to for a relaxing getaway, families traveling for weddings, or anyone traveling to the LA area for work. Surrounded by amazing hikes and nature. 7 minutes from the beach. Pets ok but NOT allowed into the backyard. note: we do NOT heat our pool. In the summer months it is naturally quite warm. We also do NOT heat the jacuzzi for guests.

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.

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.

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.

Resort Oasis

This is a gorgeous 500 sq foot pool house with chef’s kitchen. Full access to pool, spa, outdoor kitchen and all the various garden areas on 1/3 of an acre. It is a large detached studio great for up to 2 guests. It’s located on a quiet cul de sac. If you’d like to have a special event or film on the property, we charge on a hourly basis depending on the number of guests and event type.