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.

%{current} / %{total}1 / 1
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, 162 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.

Top 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, 361 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, 196 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.

Guest favorite
The serene outdoor space features a refreshing, unheated pool framed by elegant landscaping and tall palm trees. A raised spa area is situated next to the pool, providing a relaxing element. Sunlight reflects off the water, creating inviting tones throughout the area.
Home in Hollywood Hills
4.89 out of 5 average rating, 609 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
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
4.95 out of 5 average rating, 128 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.

Top guest favorite
A spacious studio features a cozy queen-sized bed positioned near a light-filled window. A comfortable sofa and armchairs surround a modern coffee table, providing seating options. Wood flooring complements the contemporary furnishings, while shelves display a collection of books and art pieces.
Guesthouse in Highland Park
4.97 out of 5 average rating, 609 reviews

Modern Guesthouse in Highland Park: Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

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, 413 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.

Guest favorite
A tranquil saltwater pool is framed by vibrant pink flowers and lush greenery. Comfortable chaise lounge chairs are positioned beside the pool, inviting relaxation under the clear blue sky.
Guest suite in Hollywood Hills
4.93 out of 5 average rating, 105 reviews

Serene Mediterranean Oasis - Private Pool/Jacuzzi

A one bedroom, one bathroom rental on a completely private floor in our beautiful Hollywood Hills home. This is an ultra-private home on a cul-de-sac street that is entirely fenced-in and covered with lush ivy. This is one of the oldest homes in the neighborhood and was originally built in 1925. It has been upgraded overtime but exudes charm and will transport you to a serene Mediterranean oasis. Imagine Tuscany, yet you are only 10 minutes to prime Hollywood or Studio City!

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, 159 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 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, 126 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
Home in Hollywood Hills
4.97 out of 5 average rating, 206 reviews

Beautiful Hollywood Hills Private Home & Heat Pool

THIS IS A HIGH DEMAND PRIVATE POOL VILLA IN HOLLYWOOD HILLS! LOOKING FOR FAMILY VACATION, GROUP HOLIDAY, OR WORK TRIP, SEE WHAT OUR GUESTS LOVE ABOUT US: - SUPER CONVENIENT LOCATION - AMAZING POOL & OUTDOOR SPACE - BEAUTIFUL & SPOTLESS - SPACIOUS & WELL STOCKED - COMFY BEDS & BATHTUBS - RESPONSIVE & HELPFUL PREMIER HOST IF YOU ARE INTERESTED, PLS LET US KNOW WHO YOU ARE COMING WITH AND THE PURPOSE OF TRIP. WE LOOK FORWARD TO HOSTING YOU!

Superhost
Apartment in Downtown Los Angeles
4.95 out of 5 average rating, 134 reviews

Penthouse LA 1bed/1bath [VIEWS | SKY SUITE | POOL]

⭐️ PROPERTY IS LOCATED IN KOREATOWN LOS ANGELES ⭐️ SEE PICTURES FOR ACCURATE LOCATION THANK YOU! [ Penthouse Suite ] * Downtown Skyline View * Free Parking for 1 vehicle * Private en-suite bathroom * Brand new 14” memory foam King bed * Perfect location between Hollywood and Downtown LA (Crypto Arena) * Close to all major attractions Ideal for vacation or business travel. Enjoy the beautiful LA sunsets every day =) Travel in style!

Popular amenities for Hollywood Hills rentals with a pool

When is the best time to visit Hollywood Hills?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$83,009 GYDG$78,618 GYDG$91,582 GYDG$109,773 GYDG$97,646 GYDG$123,991 GYDG$120,227 GYDG$118,346 GYDG$114,582 GYDG$125,455 GYDG$118,555 GYDG$106,218 GYD
Avg. temp13°C14°C15°C17°C19°C21°C24°C25°C24°C20°C16°C13°C

Quick stats about vacation rentals with a pool in Hollywood Hills

  • Total vacation rentals

    Explore 340 vacation rentals in Hollywood Hills

  • Nightly prices starting at

    Hollywood Hills vacation rentals start at G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    330 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