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 favorite
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, 161 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 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, 349 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 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, 193 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 favorite
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, 109 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 favorite
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, 113 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 favorite
A modern two-story house is framed by landscaped grass and low-maintenance plants. A large driveway leads to a garage with glass doors. The facade is highlighted by warm lighting, enhancing the architectural features, set against a colorful evening sky.
Home in Mid City
4.96 out of 5 average rating, 111 reviews

2 story Modern Villa open concept house pool/spa.

This modern residence boasts updated bathrooms and kitchen, abundant natural light, and expansive, unobstructed areas. It features balconies, decks, a pool, and a spa, as well as fireplaces in both the living room and the master bedroom. The house exudes a cheerful atmosphere with stylish finishes and furnishings, creating a welcoming space for families to enjoy quality time together or for couples and friends seeking a resort-style vacation. Security cameras at front, side and back of house.

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
4.98 out of 5 average rating, 728 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.

Guest favorite
A serene outdoor space is illuminated by soft string lights draped over the trees, reflecting gently on the still surface of the inviting pool. Lush greenery and trimmed garden beds create a peaceful atmosphere, enhancing the sense of tranquility.
Tiny home in Topanga
4.91 out of 5 average rating, 214 reviews

Topanga Canyon Oasis by Colby & Conrad

Be WOW-ed by nature's beauty on this superbly curated, effortlessly magnificent property at the edge of an enchanting forest. Plunge into the infinite pool & warm up in the spillover hot spa as you take in the pristine canyon view. Sip coffee under the oaks listening to the hum of birds & bees. Explore the winding paths thru the crystal forest & cactus garden. Enjoy concierge wellness services on-site. A perfect respite for any retreat. Join us to renew. Featured in Better Homes & Gardens.

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
4.88 out of 5 average rating, 107 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, 407 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 favorite
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, 156 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.

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, 162 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.

Popular amenities for Hollywood Hills rentals with a pool

When is the best time to visit Hollywood Hills?

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Avg. priceﺩ.ﺇ1,458ﺩ.ﺇ1,381ﺩ.ﺇ1,609ﺩ.ﺇ1,928ﺩ.ﺇ1,715ﺩ.ﺇ2,178ﺩ.ﺇ2,112ﺩ.ﺇ2,079ﺩ.ﺇ2,013ﺩ.ﺇ1,807ﺩ.ﺇ1,374ﺩ.ﺇ1,484
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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 ﺩ.ﺇ147 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 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

  • 4.8 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