Vacation rentals with a pool in Hollywood Hills, Los Angeles

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hollywood Hills, Los Angeles

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

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Guest favorite

Home in Silver Lake

4.97 out of 5 average rating, 319 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!

Guest favorite

Guesthouse in Beverly Hills

4.95 out of 5 average rating, 235 reviews

Rodeo Drive Studio with Pool and Private Garden

Escape to this studio apartment tucked away on an historic estate, once home to Joe Kennedy. Secluded from the main house by a tall hedge of bougainvillea, the studio apartment is completely private. An open-plan living area opens to a private backyard patio. The apartment is simple, functional and comfortable, but not luxurious. The neighborhood is tranquil and safe. Within an easy walk to downtown BH. During the summer months, guests have the use of a salt water pool 10 am — 6 pm. EV charger.

Guest favorite

Home in Hollywood Dell

4.89 out of 5 average rating, 514 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

Guest favorite

Guest suite in Hollywood Hills

4.99 out of 5 average rating, 159 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 Sign, 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.

Superhost

Home in Hollywood Hills West

4.87 out of 5 average rating, 143 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. Nice city view from the second floor. Salted swimming pool can be heated at 83F degree. (Need to let us know before arriving) Whole house water is filtered with 3M System. About 2,200 sq house out of 6,000 sq land. Must take off the shoes inside the house. No parties or gathering allowed.. Thank you.

Guest favorite

Guesthouse in Hollywood Hills West

4.98 out of 5 average rating, 131 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 w premium subscriptions, 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 away, please inquire.

Guest favorite

Guesthouse in Hollywood Hills

4.95 out of 5 average rating, 115 reviews

Beachwood Canyon Garden Retreat

Studio guest house in one of Hollywood’s most Iconic streets, located underneath the famous Hollywood sign in Beachwood Canyon, within walking distance to restaurants and stores. The free standing room has a queen size bed, bathroom and a little kitchenette, and is nestled in a beautiful garden with pool and Jacuzzi, surrounded by wooden decks with sitting areas and hammocks. Perfect for a relaxing getaway. Private and quiet, yet steps away from all that Hollywood has to offer.

Guest favorite

Home in Studio City

5 out of 5 average rating, 264 reviews

2 BR Mediterranean Oasis Sleeps 6!

Relax in luxury in your beautiful 2 bed/2 bath guest residence that sleeps 6 and is conveniently located close to all the sights LA has to offer! Perfect for a romantic getaway or a family vacation. We will have a freshly stocked refrigerator with drinks, fruits, cheese and breakfast supplies as well as a pantry of snacks for you to enjoy. The pool and heated spa are yours alone during the duration of your stay! We strive to make your visit to Los Angeles special.

Guest favorite

Guesthouse in Montecito Heights

4.97 out of 5 average rating, 552 reviews

Los Angeles Modern Studio with Pool, Garden & View

Feel at ease at this peaceful getaway under the California sun, surrounded by a mediterranean garden on a serene private lot. This beautifully appointed modern guest studio is a detached standalone structure set back from the main family residence on a gated secure lot with a dedicated off-street guest parking space. • Swimming pool is a shared amenity w/ hosts and is not heated. • Non-smoking / vaping property • Two Airbnb guests only per stay — No visitors allowed.

Guest favorite

Guest suite in Sherman Oaks

4.98 out of 5 average rating, 206 reviews

Modern Garden Retreat

A spotless bedroom and designer bathroom in the garden wing of a private home close to the many restaurants and small shops on Ventura Boulevard. Universal City, the studios, Beverly Hills, Hollywood, Pasadena, the Getty Museum and other attractions are easily accessed. The fully equipped suite has a private entrance and is separated from the main house by a locked door. A tranquil oasis in the middle of the city! Welcome!

Guest favorite

Guest suite in Silver Lake

4.98 out of 5 average rating, 115 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

Guesthouse in Hollywood

5 out of 5 average rating, 138 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.