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 Hollywood Hills West

4.85 out of 5 average rating, 252 reviews

Coolest, cosiest house in H'wood Hills -VIEW

Looking for a memorable LA experience? With the best vibe ever? Look no more. Walk in & imagine the unforgettable gorgeous evenings on the HUGE deck or in the heated pool watching the twinkling lights below. FANTASTIC view. Five minutes from Sunset Boulevard. Gated. A glamorous, hip, open plan space. 4 beds/3 baths. 6 smart TV's. Eclectically furnished. Cool art. Oversized living room w/ fireplace flows to eat-in kitchen. Naomi Watts, Courtney Cox & Uma Thurman all loved it! NO pool fence.

Guest favorite

Place to stay in Mid City

4.96 out of 5 average rating, 422 reviews

Well Appointed Mid Wilshire Studio, Great Spot!

Recently redesigned with a new picture window, front door, and new flooring, this studio is in a great central location with free parking. There's a separate bedroom with a desk, a kitchenette, a walk-in closet, a bathroom, and a living area. Tucked away in a huge yard centered around a beautiful 80+-year-old tree and a pool, hot tub, fire pit, tree swing, loungers, and bbq, this is one of two listings on the property and is very private, safe, and quiet with fast & stable internet. Chore-free.

Guest favorite

Home in Hollywood Dell

4.89 out of 5 average rating, 499 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, 154 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.

Guest favorite

Guesthouse in Sierra Madre

4.95 out of 5 average rating, 299 reviews

Tranquil Craftsman Cottage with Salt Water Pool

Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, this private guesthouse is perfect for you! This secluded studio is newly renovated and set amidst a spacious outdoor living space consisting of a beautifully preserved tree house, refreshing salt water pool, and BBQ patio/lounge area. An outdoor daybed also makes for a perfect spot to kick back and read your favorite books, surf the web, or catch up on some much needed sleep!

Superhost

Home in Hollywood Hills West

4.87 out of 5 average rating, 142 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, 125 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 Montecito Heights

4.97 out of 5 average rating, 545 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

4.95 out of 5 average rating, 134 reviews

Casita Tranquil - Sherman Oaks

Kick back and relax in this calm, stylish studio. Located in the best part of Sherman Oaks and the iconic Village at Sherman Oaks shopping and dining district. Casita studio overlooking lush back yard with private patio. Easy street parking at all times. Please see "other notes" for pool/spa detail Close to cafe, store, freeways. 5 miles to Studio City, 7 to Universal Studios & Warner Bros., 9 to Hollywood / Beverly Hills. 25 to Magic Mountain, 44 to Disneyland.

Guest favorite

Guest suite in Sherman Oaks

4.97 out of 5 average rating, 199 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, 136 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.