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

LocationFamilyBeach

4.98 out of 5 average rating, 117 reviews

4.92 out of 5 average rating, 177 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*

ValueFamilyPets

Guest suite in West Hills

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.

LocationValueBeach

4.99 out of 5 average rating, 774 reviews

4.83 out of 5 average rating, 276 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.

ValueFamilyNearby

4.97 out of 5 average rating, 223 reviews

A vibrant sunset is captured over the horizon, with shades of orange, pink, and purple merging into a soft blue sky. The distant silhouettes of islands are visible, framed by the expansive view of the ocean, creating a serene natural setting.

Guest house in Somis

Tuscan Villa Guest House

Lovely, private guest house in the middle of an avocado orchard with swimming pool & hot tub & spectacular views of the Channel Islands. Sunsets are unbelievable! Feels like you're in the Tuscan hills of Italy with an ocean view in the distance. Tranquil & secluded yet only 10 minutes from Camarillo Airport & the Camarillo Outlet stores, 20 minutes to beaches, 30 minutes to Malibu, 45 minutes to Santa Barbara, 1 hour North of Los Angeles. Cal State University Channel Islands is 15 minutes away.

ValueLocationComfort

4.98 out of 5 average rating, 117 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

This magical private retreat has something for the entire family. From relaxing in the beautiful gardens to enjoying the pool and hot tub in the wet area, this is a truly special one of a kind vacation home. It features three large bedrooms as well as a private separate guest cottage, a beautiful open living room dining room and kitchen area and two stunning newly renovated full bathrooms. Stunning views and private grounds. There are even roaming peacocks! $25 per day propane fee for hot tub

ValueLocationPets

4.92 out of 5 average rating, 187 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.

LocationFamilyBreakfast

4.94 out of 5 average rating, 109 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

FamilyValueGrill

4.92 out of 5 average rating, 324 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!

ValueFamilyHeating

4.88 out of 5 average rating, 124 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.

FamilyLocationParks

4.97 out of 5 average rating, 330 reviews

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

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.

LocationValueAccess

4.98 out of 5 average rating, 221 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.

LocationValueLong stay

Popular amenities for Simi Valley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 391 reviews

Home in Woodland Hills

3BR Retreat-pool/pet friendly/prime LA location

ValueFamilyWifi

4.91 out of 5 average rating, 115 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

LocationValueCheckout

4.86 out of 5 average rating, 171 reviews

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 Encino

King Suite | HTD Pool | BBQ | Newly Renovated

ValueLocationSleep quality

4.96 out of 5 average rating, 149 reviews

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

Heated Pool Spa • BBQ • Pool Table/Games • Private

ValueLocationKitchen

4.89 out of 5 average rating, 146 reviews

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 Studio City

Luxurious villa King Beds Pool & Spa

ValueFamilyAccuracy

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

FamilyValueCheckout

5.0 out of 5 average rating, 61 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

FamilyValueTV

5.0 out of 5 average rating, 52 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

ValueLocationCheck-in

Apartment rentals with a pool

4.97 out of 5 average rating, 272 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!

FamilyValueKitchen

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

LocationValueLong stay

4.93 out of 5 average rating, 119 reviews

4.91 out of 5 average rating, 220 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

FamilyLocationQuiet

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

ValueFamilyLong stay

4.89 out of 5 average rating, 108 reviews

4.93 out of 5 average rating, 130 reviews

The living room features modern leather seating with a warm yellow hue, complemented by a round coffee table and decorative accents. A large TV is mounted on the wall, while two windows allow natural light to enhance the welcoming atmosphere. A cowhide area rug adds texture to the floor.

Apartment in Valencia

Luxury Top Floor Condo 5 min from Magic Mountain

ValueFamilyAccuracy

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)

ValueLocationAccuracy

4.86 out of 5 average rating, 186 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!

LocationValueLaundry

4.94 out of 5 average rating, 145 reviews

Apartment in Downtown Los Angeles

A spacious living area features large windows offering city views, complemented by natural light. A comfortable sofa sits opposite a 65" Smart TV, while a dining table for four is positioned nearby. Stylish decor includes a patterned rug and modern artwork on the walls.

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

LocationFamilySleep quality

4.98 out of 5 average rating, 215 reviews

Home rentals with a private pool

4.84 out of 5 average rating, 168 reviews

Flat in Valencia

Luxury Modern Suite, King bed, Fast Wifi

FamilyValueCheck-in

4.99 out of 5 average rating, 781 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

ValueFamilySolo travel

4.96 out of 5 average rating, 491 reviews

Home in Encino

Keep Cool in the Poolside Shade at a Charming Encino House

ValueLocationParks

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

LocationValueKitchen

4.96 out of 5 average rating, 298 reviews

4.99 out of 5 average rating, 296 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!

FamilyValuePets

4.9 out of 5 average rating, 204 reviews

Home in Lake Balboa

101 Stunning Valley Retreat | Pool • Spa • Family

ValueLocationBack garden

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.

ValueLocationAir conditioning

4.95 out of 5 average rating, 205 reviews