Holiday rentals with a pool in Simi Valley

Guest house in Simi Valley

An aerial view captures the expansive property featuring a spacious guest suite, inviting pool area, and various outdoor sitting spaces. Lush greenery and palm trees surround the layout, while colorful umbrellas and seating arrangements provide relaxation options in the sun. Scenic walking paths are visible throughout.

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

4.98 out of 5 average rating, 116 reviews

4.93 out of 5 average rating, 174 reviews

Flat 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*

4.94 out of 5 average rating, 104 reviews

The living area features a soft, cream-colored sectional sofa accompanied by two round armchairs. A circular coffee table is positioned centrally, accompanied by a decorative arrangement of flowers. Large windows with sheer gray drapes allow ample natural light to illuminate the space, showcasing scenic views.

Apartment in Valencia

Luxury Modern Penthouse 5 min from Magic Mountain

Welcome to our luxury modern 3 bed, 2 bath professionally designed penthouse in a gated community with resort style pool and hot tub. Conveniently located in Valencia less than 2 miles from Six Flags Magic Mountain and within walking distance to restaurants, shopping centers and the mall. This light & bright corner end unit with high ceilings and incredible views features 1600 sq ft of living space and large windows that flood the space with natural light. Two free parking spaces are included.

4.82 out of 5 average rating, 274 reviews

A welcoming entryway is presented with double doors opened wide, revealing a glimpse of the interior space. The exterior features a textured light gray wall, complemented by the house number displayed prominently.

Home in Thousand Oaks

Spacious Home With Pool and Spa in Thousand Oaks

Beautiful home located in a cul de sac, safe neighborhood. Close to grocery stores, mall, restaurants, entertainment places, etc. It has a big open driveway that will fit 4 cars The backyard has a pool and spa with a bbq and fire pit. 10PM-7AM ARE QUIET HOURS! Kitchen has all amenities you need to feel at home. We also have a game room with a sofa to lounge on, Foosball table and board games for your fun. Smart TVs are available in the living room and master bedroom with cable along with WiFi.

4.99 out of 5 average rating, 776 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.

Guest house 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.

4.91 out of 5 average rating, 114 reviews

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.

Home in Woodland Hills

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.

4.92 out of 5 average rating, 186 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

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.

4.95 out of 5 average rating, 106 reviews

A heated swimming pool is illuminated in vibrant blue, surrounded by lush greenery and custom landscaping. The pool area includes a built-in BBQ station and ample seating, providing an inviting atmosphere for relaxation and entertainment in a private outdoor space.

Villa in Woodland Hills

Ultimate LA Villa: Heated Pool, Ping Pong, BBQ, Gym

• 2024 Remodeled gated LA Compound • Heated Pool 💦 (Addt'l $) (Opt. 5' Pool Fence for safety) • Arcade 🕹️ Muraled Ping Pong Zone 🏓 (IG Certified 📸), Board Games • Walking distance to Top Resto's & Shopping @ Topanga Village • 900sf of Stunning outdoor deck space + Massive backyard 🌴 • Outdoor 'Living Room' w/ Sofas, TV, etc 🎞️ • Built-In BBQ Island 👩🏻‍🍳🥩♨️ • Dining under the Trees' Al Fresco dining • Ambiance setting outdoor lighting • Gated Parking for 2-3 cars

4.93 out of 5 average rating, 322 reviews

A serene outdoor space features a private pool surrounded by natural stone and lush greenery. Large boulders are integrated into the landscape, and a pair of lounge chairs is positioned nearby, inviting relaxation in a tranquil setting.

Home in Chatsworth

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!

Guest house in Los Angeles County

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.

4.95 out of 5 average rating, 130 reviews

4.88 out of 5 average rating, 122 reviews

A living area features a spacious gray sectional sofa positioned across from a wall-mounted television. Large glass doors allow natural light, leading to an outdoor seating area. Decorative green accents and a small round coffee table enhance the inviting atmosphere.

Flat in Thousand Oaks

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.

4.98 out of 5 average rating, 219 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.

Popular amenities for Simi Valley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 114 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

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

4.97 out of 5 average rating, 103 reviews

Home in Reseda

The Oasis | Sleeps 6 | Private Pool & Garden

4.93 out of 5 average rating, 159 reviews

Home in Tarzana

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

5.0 out of 5 average rating, 56 reviews

A sparkling heated pool glistens under the sun, surrounded by a paved area featuring comfortable lounge chairs and a built-in BBQ grill. An inviting spa is positioned adjacent to the pool, while lush greenery can be noticed in the background, creating a peaceful outdoor atmosphere.

Home in Simi Valley

Peace of Paradise

4.96 out of 5 average rating, 89 reviews

A well-lit outdoor space features a swimming pool and elevated jacuzzi, both appearing inviting under soft lighting. Water ripples gently as bubbles emerge in the jacuzzi, surrounded by landscaped greenery and patio seating creating a serene atmosphere for relaxation.

Home in Simi Valley

Full kitchen - Jacuzzi - Laundry - Private - Piano

5.0 out of 5 average rating, 49 reviews

A private outdoor area features a sparkling pool accompanied by a spa, surrounded by lounge chairs and umbrellas. A covered patio with a barbecue grill and outdoor seating is visible, while colorful drinks are placed on a black table, enhancing the inviting atmosphere.

Home in Simi Valley

Paradise Retreat | Private 3 Bedroom w/ Pool & Spa

5.0 out of 5 average rating, 10 reviews

Home in Thousand Oaks

6BR Oasis | Pool, Spa & Thousand Oaks

Apartment rentals with a pool

4.92 out of 5 average rating, 218 reviews

A spacious living area features a comfortable gray sofa paired with a bright orange chair. A dining table with four tan chairs is positioned nearby. Natural light enters through large windows, illuminating the room's modern artwork and soft neutral tones.

Apartment in Valencia

Luxury Resort Condo by Six Flags Magic Mountain

Apartment 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

4.97 out of 5 average rating, 268 reviews

A living room features a cozy seating arrangement with a dark sectional sofa and an armchair. A glass coffee table is positioned at the center. Natural light enters through plantation shutters, with a television mounted on the wall and a ceiling fan above.

Apartment in Valencia

Luxury Resort Style Condo Valencia!

Apartment in Thousand Oaks

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.

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

4.93 out of 5 average rating, 118 reviews

Apartment in Canyon Country

A cozy living area features a sectional sofa adorned with decorative cushions. A light wooden coffee table is centered in front of the sofa. Sunlight streams through plantation shutters, illuminating the space, complemented by a potted green plant in the corner.

Gorgeous 3 Bedroom Condo!

4.94 out of 5 average rating, 140 reviews

4.87 out of 5 average rating, 128 reviews

A modern outdoor pool area is highlighted by lounge chairs and umbrellas, surrounded by stylish apartment buildings. The clear water reflects sunlight, creating a serene atmosphere. Potted palm trees add a tropical touch to the inviting space.

Apartment in Glendale

Magnificent 2 BR apartment in Glendale, pool&gym

Apartment in Downtown Los Angeles

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.

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

4.86 out of 5 average rating, 182 reviews

Apartment in West Hollywood

Brand-New, Deluxe Hollywood Studio

4.92 out of 5 average rating, 126 reviews

Home rentals with a private pool

4.96 out of 5 average rating, 487 reviews

Home in Encino

Keep Cool in the Poolside Shade at a Charming Encino House

4.99 out of 5 average rating, 293 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!

Guest suite in Central LA

A serene outdoor space features a swimmer's pool with clear blue water, complemented by a circular spa surrounded by low decorative walls. Lounge chairs in bright orange offer seating beside the pool, while shaded areas and greenery create a peaceful atmosphere.

Private Chic Guest Suite Beachwood Canyon Pool/Spa

4.99 out of 5 average rating, 201 reviews

Guest house 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, 204 reviews

4.96 out of 5 average rating, 326 reviews

A welcoming living room showcases original hardwood floors and vintage Mexican tiles. Dutch doors open into the space, which features a Danish rosewood sofa, two wooden chairs, and a coffee table adorned with books. Natural light filters through the windows, highlighting the rustic decor.

Home in Glendale

Pool and Historical Swiss Chalet in Los Angeles

Guest house 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, 295 reviews

4.91 out of 5 average rating, 203 reviews

Home in Lake Balboa

101 Stunning Valley Retreat | Pool • Spa • Family