Vacation rentals with a pool in Hollywood Hills

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hollywood Hills

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
A modern two-story house is surrounded by lush greenery, with large glass doors providing a view of the interior. A circular salted swimming pool, illuminated in a gentle turquoise, is placed adjacent to a spacious outdoor seating area.
Home in Los Angeles
4.88 out of 5 average rating, 160 reviews

Honeymoon House in Hollywood Hills

About 3 mins drive up to the hills from the Sunset Plaza. Nice modern looking vintage house. Not the brand new condition. Invisible from outside by trees surrounding the house. City view from the second floor. Salted swimming pool can be heated at 83F degree. (Need to let us know before arriving) About 2,200 sq house out of 6,000 sq land. Must take off the shoes inside the house. No parties, gatherings or pets allowed. No music or outdoor activities after 10pm by city law. Thank you.

Guest favourite
A spacious living area is illuminated by natural light through large windows. The wooden vaulted ceiling adds warmth, while a comfortable sectional sofa with decorative pillows faces a wooden coffee table. A dining area and modern kitchen are visible in the background, enhancing the homey ambiance.
Home in Silver Lake
4.97 out of 5 average rating, 348 reviews

The Paradise Hot-Tub Treehouse

Rejuvenate and play the piano in a secluded hot tub (& cold plunge!) under the stars, surrounded by tropical plants & fruit trees, with Big-Sur-style luxury hidden in the heart of Silverlake. On this quiet cul-de-sac, you may forget you're just a short walk to the best cafes & restaurants of Silverlake. The house boasts two private view decks, a desert & citrus garden, a pond, a fire pit, & a detached meditation/work room. Featured as one of 12 "dream homes" for rent in Los Angeles Magazine!

Top guest favourite
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.
Guest suite in Hollywood Hills
4.99 out of 5 average rating, 190 reviews

Private Chic Guest Suite Beachwood Canyon Pool/Spa

Unwind in your own private tropical courtyard at this gated zen haven in peaceful Beachwood Canyon. Minutes from The Hollywood Bowl, Walk of Fame and Universal Studios. Walk to the famous Beachwood Cafe for your morning coffee. Enjoy your own 380 sq. foot Guest Suite with a private 700 sq. foot patio with sofa, fire pit & patio table. Take a dip in the swimmer's pool or luxuriate in the gorgeous 10 jet Mediterranean tiled spa. 2 TV's w/ free Netflix, Hulu, HBO Max and tons of street parking.

Top guest favourite
The iconic Hollywood Sign is prominently displayed on a hillside, accented by vibrant pink bougainvillea in the foreground. A portion of a roof is visible on the right side, providing context to the view from the guesthouse.
Apartment in Hollywood Hills
4.96 out of 5 average rating, 98 reviews

Hollywood Hills Retreat

Hello! This Studio Guest quarter is located in the hills near the Hollywood Sign. It's nestled in Beachwood Canyon, which is very centrally located-just minutes away from the 101 FWY and Universal Studios. Hollywood Blvd is only about 1 mile away. Other attractions nearby are Pantages Theater, Hollywood Bowl, Grauman's Chinese Theater, Hollywood and Highland, Warner Bros Studio, The Grove, Sunset Blvd and more. You can walk to several restaurants. Uber is also available if you don't have a car.

Guest favourite
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, 110 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!

Top guest favourite
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, 725 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.

Superhost
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 Sherman Oaks
4.87 out of 5 average rating, 101 reviews

Spacious LA Villa w/ Pool, Hot Tub & Parking

Unique, stylish, and luxe Villa located in the heart of Studio city Easy access to Westside, shopping & dining on the blvd. Views! Special features include a sparkling heated pool and spa, indoor and outdoor firepit, chef's kitchen, and spacious bedrooms with designer bathrooms. Hardwood Floors and recessed lighting as well as our seamless check-in via personalized key code. There is always someone available to help with questions to make your stay an effortless and magical experience!

Superhost
A spacious living area features a comfortable brown sofa with a circular table in front. Behind, a bed is positioned against the wall, adorned with light blue bedding. Shelves display a collection of books and framed photographs, complemented by soft lighting from wall fixtures.
Home in Los Angeles
4.93 out of 5 average rating, 402 reviews

Stunning View Hollywood Hills Guest House

Stunning View Guest House in a multi-million dollar Hollywood Hills neighborhood, located near the iconic Stahl House founded by architect Pierre Koenig. Bright, open floor plan designed for elegance and comfort. It comes with high ceilings, new modern furnitures . Spacious unit 1 Bedroom + large Living Room with additional sleeping area. You would love the breath taking 180 degree LA city skyline views from the patio. An external stair lead to guest house giving you full privacy.

Top guest favourite
An outdoor deck features two lounge chairs and two playful, bright green floaties beside a sparkling pool. Umbrellas provide shade, while a glass wall offers views of lush greenery and natural surroundings, creating an inviting and serene environment.
Guesthouse in Los Angeles
4.98 out of 5 average rating, 151 reviews

Private pool-side casita with stunning views!

This secluded, gated, lux retreat with stunning views sits on over 1 acre in a country-like setting with easy access to LA activities. Resort features include steam shower, filtered water, fire pit, pool, hammock, Alexa, 50” TV , hi-speed wi-fi, printer, desk, Nespresso coffee maker, BBQ w burner/pots/pans, remote controlled black out blinds, private patio, with luxury amenities and designer details. For reservations more than 3 months in advance, please inquire.

Guest favourite
A Mediterranean-style home is set within a landscaped yard, featuring lush greenery and tall palm trees. The grand entrance is highlighted by a curved pathway leading to a decorative wooden door, flanked by elegant light fixtures and a small fountain.
Home in Valley Village
5 out of 5 average rating, 99 reviews

Stunning Mediterranean with pool, spa, bbq, gym.

Incredible 5 bedroom 3 bath Mediterranean/Spanish style home featuring a private lush entertainers back yard with beautiful pool, spa, outdoor dining, bar, barbecue, and a mini gym/yoga room. The interior has a fully stocked chefs kitchen, 2 gas fireplaces, multiple large TVs, family game area, stylish and comfortable bedrooms with large closets, and a jacuzzi tub in the primary bath. This home is located in Valley Village, central to many tourist hot spots.

Top guest favourite
A serene outdoor area is highlighted by a vibrant blue pool and a hot tub, featuring two lounge chairs and an umbrella nearby. The space is surrounded by lush greenery and well-kept landscaping, with doors opening to the inviting interior of the guesthouse.
Guesthouse in Carthay Square
4.99 out of 5 average rating, 275 reviews

Luxurious Guesthouse w/ Pool & Spa in L.A.

Charming guesthouse with a beautiful pool and hot tub near Beverly Hills. Enjoy your own space, complete with a kitchen and living room, and a master suite upstairs. This two-story guest house is 1000 sq./ft. The Airbnb is centrally located with easy access to all that LA has to offer. Two blocks to Beverly Hills, walking distance to Museum Row, about one mile from the Grove and West Hollywood. This detached guest-house has its own entrance and easy access.

Guest favourite
Home in Hollywood Hills
4.96 out of 5 average rating, 199 reviews

Beautiful Hollywood Hills Private Home & Heat Pool

THIS IS A HIGH DEMAND PRIVATE POOL VILLA IN HOLLYWOOD HILLS! LOOKING FOR FAMILY VACATION, GROUP HOLIDAY, OR WORK TRIP, SEE WHAT OUR GUESTS LOVE ABOUT US: - SUPER CONVENIENT LOCATION - AMAZING POOL & OUTDOOR SPACE - BEAUTIFUL & SPOTLESS - SPACIOUS & WELL STOCKED - COMFY BEDS & BATHTUBS - RESPONSIVE & HELPFUL PREMIER HOST IF YOU ARE INTERESTED, PLS LET US KNOW WHO YOU ARE COMING WITH AND THE PURPOSE OF TRIP. WE LOOK FORWARD TO HOSTING YOU!

Popular amenities for Hollywood Hills rentals with a pool

When is the best time to visit Hollywood Hills?

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Avg. price$555 CAD$526 CAD$613 CAD$735 CAD$653 CAD$830 CAD$851 CAD$740 CAD$551 CAD$701 CAD$523 CAD$565 CAD
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Quick stats about vacation rentals with a pool in Hollywood Hills

  • Total vacation rentals

    Explore 320 vacation rentals in Hollywood Hills

  • Nightly prices starting at

    Hollywood Hills vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 7,380 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    320 of Hollywood Hills vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hollywood Hills rentals

  • 4.8 Average rating

    Hollywood Hills stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Hollywood Hills’s top spots, include Runyon Canyon Park, Lake Hollywood Park, and The Magic Castle

Destinations to explore