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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 ﺩ.ﺇ 220 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    320 of Hollywood Hills vacation rentals include wi-fi 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
4.86 out of 5 average rating, 170 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 favorite
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, 382 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 favorite
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, 264 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 favorite
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, 641 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 favorite
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
4.99 out of 5 average rating, 769 reviews

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.

Top guest favorite
Bungalow in West Hollywood
4.87 out of 5 average rating, 539 reviews

Fab. Celebrity Area Guesthouse, Amazing View/Pool

One-of-a-kind guesthouse wing with vintage 40’s vibe. Million $ views from every room. See video tour, google sydsfabulousguesthouse17 before booking. Hot celebrity hillside area is walking distance to great eateries, entertainment and shopping. Washer/Dryer in garage. Pool warm Mid June-October. You’re free to hang there. Property runs on 100% solar. EV charger available. Free 24 hour street parking. No tobacco smokers (weed ok outside). See House Rules. This is an amazing upscale property!

Guest favorite
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, 110 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 favorite
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
4.97 out of 5 average rating, 322 reviews

Pool and Historical Swiss Chalet in Los Angeles

The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

Guest favorite
A serene pathway leads through lush greenery, showcasing vibrant plants and trees. The stone walkway guides guests towards a swimming pool area, framed by low stone walls that blend harmoniously with the natural surroundings.
Guest suite in Hollywood
4.93 out of 5 average rating, 137 reviews

Enchanting guest suite in Hollywood !

Charming and completely private with en suite bathroom and mini kitchen (mini fridge, microwave, coffee maker, toaster oven) and its own private entrance, the guest suite is situated in a tropical paradise 5 minutes away from all of the Hollywood attractions. Although not a separate free standing guest house - the suite has its own private entrance and private gate to the pool (unheated) and gardens which guests have unlimited access to. Paradise in LA!

Guest favorite
Apartment in Burbank
4.96 out of 5 average rating, 106 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 favorite
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
4.98 out of 5 average rating, 199 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 favorite
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, 166 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

Destinations to explore