
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 parties, gatherings 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!

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.

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

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.

2 story Modern Villa open concept house pool/spa.
This modern residence boasts updated bathrooms and kitchen, abundant natural light, and expansive, unobstructed areas. It features balconies, decks, a pool, and a spa, as well as fireplaces in both the living room and the master bedroom. The house exudes a cheerful atmosphere with stylish finishes and furnishings, creating a welcoming space for families to enjoy quality time together or for couples and friends seeking a resort-style vacation. Security cameras at front, side and back of house.

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome
Unwind in our studio guesthouse, tucked away in a peaceful backyard retreat with a large private pool, cabana, massage chair, and hot tub. Immerse yourself in paradise, surrounded by tropical fruit trees, an organic garden, and an aquaponics system. Outdoor bliss awaits for 420 enthusiasts (outdoors only). Mention '420 friendly' while booking to receive a gift of our homegrown, pesticide-free cannabis. Max 2 guests, no exceptions. Kindly review our description and house rules before booking.

Spacious LA Villa w/ Pool, Hot Tub & Parking
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!

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.

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.

Topanga Pool House
The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.
Popular amenities for Hollywood Hills rentals with a pool
House rentals with a pool

New Toluca Lake Private Pool House

Mid-Century Modern Pool Villa

Designer Hollywood Hills Retreat | Luxe Pool

Pool House Oasis Close to Venice & Marina

Atwater Oasis w/Pool and HotTub very Walkable Area

Modern 4DR Home Pool&Hot Tub Near Universal Studio

Hollywood Hills jetliner views among the stars

The Rayen Retreat: Pool, Hot Tub, Sauna & Theater!
Apartment rentals with a pool

Skyline view Condo, Free Parking, Jacuzzi

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Stylish Modern industrial condo with Rooftop pool

Fantastic Santa Monica Beach

DTLA 2BR Condo w/ Pool & Free Parking

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

Luxury Condo in the heart of DTLA

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

Contemporary Cottage - An Oasis with a Private Heated Pool.

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House
101 Luxurious Home near Universal Studios Pool/Spa

Pool Oasis in Vintage Craftsman House

Historical Swiss Chalet in Los Angeles (with pool)

Your Private Resort in Southern California

Walk to Disneyland! Family friendly fun home. Pool
When is the best time to visit Hollywood Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $517 SGD | $490 SGD | $571 SGD | $684 SGD | $609 SGD | $773 SGD | $749 SGD | $738 SGD | $714 SGD | $641 SGD | $487 SGD | $526 SGD |
| 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 320 holiday rentals in Hollywood Hills

Nightly prices starting at
Hollywood Hills holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 7,380 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
320 of Hollywood Hills holiday rentals include wifi 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
- Fitness-friendly rentals Hollywood Hills
- Rentals with an EV charger Hollywood Hills
- Private suite rentals Hollywood Hills
- Townhouse rentals Hollywood Hills
- Luxury rentals Hollywood Hills
- Family-friendly rentals Hollywood Hills
- Rentals with a firepit Hollywood Hills
- Guest house rentals Hollywood Hills
- Rentals with a patio Hollywood Hills
- Rentals with a washing machine and dryer Hollywood Hills
- Smoking-friendly rentals Hollywood Hills
- Rentals with outdoor seating Hollywood Hills
- Rentals with a sauna Hollywood Hills
- Mansion rentals Hollywood Hills
- Pet-friendly rentals Hollywood Hills
- Rentals with a cinema Hollywood Hills
- Rentals with lake access Hollywood Hills
- Rentals with a hot tub Hollywood Hills
- Flat rentals Hollywood Hills
- Villa rentals Hollywood Hills
- Rentals with breakfast Hollywood Hills
- House rentals Hollywood Hills
- Rentals with a fireplace Hollywood Hills
- Apartment rentals Hollywood Hills
- Rentals with pools Los Angeles
- Rentals with pools Los Angeles County
- Rentals with pools California
- Rentals with pools United States
- Venice Beach
- Disneyland Park
- Santa Monica Beach
- Los Angeles Convention Center
- Crypto.com Arena
- SoFi Stadium
- Universal Studios Hollywood
- Santa Monica State Beach
- University of Southern California
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Knott’S Berry Farm
- Disney California Adventure Park
- Bolsa Chica State Beach
- Honda Center
- Long Beach Convention and Entertainment Center
- Topanga Beach
- Hollywood Walk of Fame
- Huntington Beach, California
- Angel Stadium of Anaheim
- Will Rogers State Historic Park
- Leo Carrillo State Beach
- California Institute of Technology
- Point Dume State Beach




