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Vacation rentals with a pool in Hollywood Hills

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Hollywood Hills

  • Total vacation rentals

    Explore 330 vacation rentals in Hollywood Hills

  • Nightly prices starting at

    Hollywood Hills vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 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

  • 4.7 Average rating

    Hollywood Hills stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

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

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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Superhost
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 Hollywood Hills
4.87 out of 5 average rating, 171 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 gathering, shooting 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
4.96 out of 5 average rating, 388 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 spacious outdoor deck features a set of modern loungers set against a backdrop of vibrant sunset colors. The deck overlooks rolling hills and a serene landscape, with a dining area visible nearby, providing an inviting space for relaxation or outdoor meals.
Home in Sherman Oaks
4.99 out of 5 average rating, 271 reviews

Iconic Mulholland Hills Retreat Best Views in LA

LOCATION, LOCATION, LOCATION. California casual with real Hollywood Hills energy. Perched on one of Mulholland’s most coveted streets — moments from Beverly Hills, Bel Air & Sherman Oaks — this private Beverly Ridge home is all about the view and the vibe. Walls of glass, open flow, canyon mornings, pool days, hot tub nights, and a screening room for movie nights. Not sterile or generic — warm, cinematic, unforgettable. Eight years of five-star hosting. A warm, soulful stay with cool LA energy.

Top guest favourite
A private outdoor space features a small pool surrounded by paved areas and lush green grass. Two lounge chairs are positioned nearby, offering a comfortable spot for relaxation. The background is enhanced by lush greenery, creating a serene atmosphere.
Home in Central LA
4.9 out of 5 average rating, 647 reviews

Hollywood paradise studio in house,own entrance

Settle into historic Hollywood in our brand new house with owned entrance private room-studio with queen size bed and privet bathroom. Very quiet and relaxing area, like 5 star hotel. Close to Hollywood Walk of Fame, Hollywood Sign, Sunset Blvd, West Hollywood, Hollywood Bowl (just 0,4 miles), Beverly Hills, The Grove, The Americana at Brand, Paramount Studios, Universal studio, Paladium, Downtown Los Angeles,Emerson College, Pantages Theatre, Highland,Hollywood lake park,Jimmy Kimmel show live

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 Central LA
4.96 out of 5 average rating, 169 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.

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 Studio City
4.89 out of 5 average rating, 142 reviews

Luxurious villa King Beds Pool & Spa

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!

Guest favourite
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
4.91 out of 5 average rating, 111 reviews

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.

Top guest favourite
Guesthouse in Hollywood Hills
4.98 out of 5 average rating, 181 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
An outdoor area is featured, showcasing a large, inviting pool surrounded by a tiled patio. Comfortable seating with light-colored cushions is arranged under a large umbrella. Lush greenery and palm trees provide a serene backdrop against a clear blue sky.
Home in Encino
4.87 out of 5 average rating, 107 reviews

Poolside View Villa

Welcome to our breathtaking retreat, where luxury meets nature in perfect harmony. The spacious outside area and large inviting pool is a delightful space where you can bask in the serenity of the surroundings. Moving indoors, the living room welcomes you with its generous proportions and stylish decor, providing an ideal space for relaxation and socializing. The bedrooms, each exuding comfort and elegance, offer a peaceful sanctuary for rest and rejuvenation.

Guest favourite
Apartment in Burbank
4.96 out of 5 average rating, 113 reviews

Hollywood Luxury King Suite | Jacuzzi • Parking • View

🌟 Stay in the Heart of Hollywood Walk of Fame⭐️ 📍 IMPORTANT LOCATION NOTICE: This listing is located in HOLLYWOOD (not Burbank ). The exact address is provided after booking is confirmed. Relax in a modern, spotless oasis steps from the Walk of Fame! Enjoy resort-style pool, jacuzzi & gym access, free gated private parking, a bright, stylish studio near top attractions with an amazing city view — last-minute bookings welcome! ✅

Top guest favourite
An outdoor dining area features a rugged wooden table surrounded by black chairs, illuminated by a large orb chandelier. The space overlooks city views under a twilight sky, showcasing distant hills and lights of the Silver Lake neighborhood.
Guest suite in Silver Lake
4.99 out of 5 average rating, 203 reviews

Oasis in the City

Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.

Guest favourite
An illuminated saltwater pool reflects the surrounding greenery and soft outdoor lights. The enormous wood-framed glass window of the guest house is visible, providing a view of the inviting interior. The tranquil water creates a serene atmosphere in the evening light.
Guesthouse in Hollywood Hills
4.98 out of 5 average rating, 167 reviews

Hollywood Romantic Guest House & Pool

A beautifully designed, newly renovated Hollywood 1920’s guest house. An open concept space, and an enormous wood-framed glass window that looks onto a lagoon style salt-water pool. This unique guest house has the convenience of being walking distance from the Hollywood Walk of Fame, Grauman’s Chinese Theatre, Runyon Canyon, Sunset Blvd, restaurants, and many other Hollywood attractions.

Popular amenities for Hollywood Hills rentals with a pool