
Holiday 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.

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!

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.

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!

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

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!

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!

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.

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.

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.

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.

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.

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
House rentals with a pool

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Charming Home Universal Pool hot tub

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

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Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House

Pool Oasis in Vintage Craftsman House

Historical Swiss Chalet in Los Angeles (with pool)
When is the best time to visit Hollywood Hills?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
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
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- Venice Beach
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- Los Angeles Convention Center
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- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
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