Holiday rentals with a pool in Simi Valley

Hotel California: Gated & secluded resort w/views

The Last Resort; poolside guest suite situated on 1.3+ hilly acres. The comforts and privacy of home with private bath, private sitting areas, pool, Jacuzzi & spectacular views Take a relaxing stroll through the grassy knoll or to the top of the property for a view of beautiful rolling hills as far as the eye can see. Right off the beaten path yet miles away. Solar and salt systems keeps this pool at the perfect temperature naturally and without chemicals! Peace and quiet or fun in the sun

Value · Family · TV

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*

Value · Location · Condition

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.

Location · Family · Heating

Beat the heat, Perfect Private Resort Pool

Experience Olive Hill Ranch, an escape from daily life. Nestled in rural Thousand Oaks, enjoy a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis and pickle ball. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Family · Location · Wifi

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.

Location · Value · Layout

Guest House, 2 bdrm near CSUN - EV Outlet

Cozy guest house in a quiet residential neighborhood. Unit is detached from main house making it private. Full size kitchen and 2 separate bedrooms. Space for dining, working and relaxing. Private entry, free parking, 240V outlet for EV charging, 5G WIFI, 3 Smart TVs, salt water pool/hot tub, barbq, central air and heating and is located within a gated yard. **** Backyard including Pool/Hot tub is shared with the host family and are not heated October through April 15th.********

Value · Family · Decor

Island Style Oasis Home- Island in the Sky

Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

Location · Family · Breakfast

Amazing private guest suite w /pool in Chatsworth

HOME SHARING #HSR20-000438 Hi everyone! We're close to restaurants, parks, great views, 15 minutes from Magic Mountain, 20 minutes from Hollywood, Close to Porter Ranch plaza, 10 Minutes from Northridge Mall & great hiking trails at Santa Susana Historic Park. We have it all Location, quiet neighborhood, the outdoors space, a pool and tennis court! Amenities! Pets and kids welcome! The guest suite is GREAT! Private entrance, Lots of light and great energy!

Family · Value · Biking

Address: 22428 Napa St, West Hills, CA

ATTENTION TO ALL GUESTS : This unit is located in 22428 Napa St, West Hills, CA Please make sure to read this and check on the maps if that's good make your reservation. Welcome to our stunning newly constructed 2 bed, 2 bath home with an open floor plan that will take your breath away! The contemporary design boasts luxurious finishes and high-end appliances. Enjoy the beautifully landscaped yard and private patio area for an intimate evening under the stars.

Location · Family · Comfort

Centrally located, 2bd Near, CLU, Proactive Sports

Skip noisy hotels & cramped spaces—find peace, privacy & room to recharge in this 2BD/2BA gated retreat just 1.8 mi to FSAC, 5 mi to CLU, 5.1 mi to Amgen & 4.3 mi to Proactive Sports. Enjoy 2 plush king beds, ultra-fast 1 Gig WiFi, full kitchen & spacious living area in a serene community setting. Perfect for healthcare stays, corporate travelers, Amgen employees, relocating families & athletes seeking privacy & comfort, convenience & a true home-away-from-home.

Location · Family · Pool

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.

Value · Location · Walkability

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!

Value · Location · Amenities