Holiday rentals with a pool in Hollywood Hills

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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 favourite
A serene outdoor space features a beautifully designed lap pool adjacent to a spa, set against a backdrop of a brick guest house. Lush green grass surrounds the area, creating a peaceful environment. French doors provide access to the interior, enhancing the inviting atmosphere.
Guesthouse in Glassell Park
4.93 out of 5 average rating, 562 reviews

Designer’s Dream Oasis with Lap Pool & Hot Tub

Relax in the oasis of this wholly remodeled 1920s Craftsman-style guest house, dubbed the Boat House due to its proximity to the LA River. Impeccably designed brick industrial with intimate light-filled interiors, the Boat House has its own entrance and shares a large yard, fire pit, lap pool, and hot tub with the main house 50 feet away. NOTE: Euro-style kitchen includes refrigerator, toaster oven, portable electric cooktop (two burners), microwave, electric kettle for making coffee, teas, pots, pans, plates, etc. Street parking is usually never an issue. Please read the online manual. Modern, comfortable, loft-like space in hip East LA hood, Glassell Park! (FYI, it's not a real a boat house), but a unique 1920s brick building on a quiet residential street. We call it the "Boat House" because of close proximity to the LA River. The building has polished concrete floors, wood beams, mid-century design, custom copper faucets, custom OSB cabinetry & one-of-a-kind art & furnishings. There's a cozy fire-pit area right outside the door to enjoy as well as a pool, spa and fruit trees. NO FILM SHOOTS ALLOWED. PLEASE DON'T INQUIRE UNLESS PLANNING TO PAY 4X THE RATE. We lovingly designed, carefully curated and restored the guest house. We so appreciate you treading kindly with respect to the furnishings and items that share the space - (ie, please don't take the vintage pottery outdoors), typewriter (just for show), artwork, collection of books & furniture. PLEASE, NO WET TOWELS or bathing suits hung anywhere but on the hooks provided or in bathroom. There are blinds in the rooms for your privacy. The building is historic so thank you for being mindful and not putting anything other than Toilet paper in the toilet. Thank you!! The guest house shares a spacious back yard with the main house where we live. The backyard has fruit trees & a cozy fire pit. You have a private entry through a side gate. Ample street parking. We're an active family with two small kids. We live in the main house on site. We also have a chill labradoodle dog named Mel & two outdoor kitties. My hubby and I are both documentary filmmakers & have travelled extensively. We love hosting folks from all over so please say hello during your stay! We've provided blinds in the guest house and respect your privacy (we won't be too loud too early). We share our backyard with you and love to enjoy the outdoor space. We swim often, BBQ and use the firepit. Feel free to join us! (if the pool safety net is in place, please don't try and remove it yourself, thx). Please let us know if you'd like to use the pool and/or spa. The pool is heated by the sun but the spa can be quickly heated for your enjoyment. Just ask! Occasionally, we host friends, brunch & parties. Again, feel free to join in! We're easy going like that. Someone is usually on site to help with your needs or just a phone call or text away. Enjoy your stay! The guest house is located behind the main house on a quiet street, close to great coffee shops and restaurants. East LA is both hip and full of colorful diversity. The location is convenient to Silverlake, Los Feliz, Griffith Park, and Downtown. Ride sharing works great! We recommend it - Lyft or Uber. Also, various metro lines are located a couple miles away. And, Enterprise car rental has locations nearby. We're conveniently located near the 5 and 210 freeways. We live in a very ethnically diverse neighborhood. A few times a year some of our neighbors have parties: Quinceaneras, birthdays, Tomborazo bands, etc. We've never found them to be intrusive & rather enjoy the festive music!

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 Los Angeles
4.86 out of 5 average rating, 166 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 favourite
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, 367 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 favourite
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
4.9 out of 5 average rating, 622 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 favourite
Bungalow in Los Angeles
4.87 out of 5 average rating, 527 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 favourite
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
4.9 out of 5 average rating, 128 reviews

Luxurious villa King Beds Pool & Spa

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!

Guest favourite
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
4.9 out of 5 average rating, 103 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.

Guest favourite
A clear swimming pool is bordered by a smooth concrete patio, surrounded by lush greenery and ornamental plants. Floor-to-ceiling windows of the home provide a view of the outdoor space, with a hammock nearby, inviting relaxation under the California sun.
Home in North Hollywood
4.91 out of 5 average rating, 182 reviews

Midcentury Modern home with tons of Natural light!

This is a bright and airy, classic mid-century modern home designed by renowned architects William Krisel and Dan Palmer, and features their signature post-and-beam construction, open floor plan, floor-to-ceiling windows. It also features a seamless indoor-outdoor flow to the spacious back yard with large pool and 2nd patio off the den with small sitting area, water fountain and plants everywhere. The house sits next to a grade school in a quiet neighborhood in a quaint cul-de-sac.

Guest favourite
A serene outdoor space is presented, featuring a sparkling pool surrounded by wooden decking. A hot tub is positioned nearby, with lush greenery and tropical plants enveloping the area. Comfortable lounge chairs are arranged along the deck, promoting relaxation in a tranquil garden setting.
Guesthouse in Hollywood Hills
4.95 out of 5 average rating, 121 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.

Top Guest favourite
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, 169 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 favourite
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, 162 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.

Top Guest favourite
An outdoor area features a pool surrounded by a spacious deck. Lounge chairs with orange cushions are arranged near the water. A stone barbecue area is located adjacent to the pool, with a backdrop of vibrant skies and palm trees, contributing to a relaxing ambiance.
Home in Sherman Oaks
4.99 out of 5 average rating, 250 reviews

MULHOLLAND HILLS RETREAT W/BEST VIEWS IN LA

LOCATION, LOCATION, LOCATION. This iconic property is situated on a highly coveted street in the Mulholland Corridor near Beverly Hills, Sherman oaks, and Bel Air. The architecture, walls of glass, open floor plan & indoor/outdoor flow celebrate the California lifestyle. This Beverly Ridge residence has an emphasis on clean lines, open spaces and inspired architecture.

Popular amenities for Hollywood Hills rentals with a pool

When is the best time to visit Hollywood Hills?

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Avg. price$551 AUD$522 AUD$608 AUD$729 AUD$649 AUD$824 AUD$799 AUD$786 AUD$761 AUD$833 AUD$787 AUD$706 AUD
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Quick stats about holiday rentals with a pool in Hollywood Hills

  • Total holiday rentals

    Explore 350 holiday rentals in Hollywood Hills

  • Nightly prices starting at

    Hollywood Hills holiday rentals start at $83 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Hollywood Hills holiday 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