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

Guesthouse in Los Angeles

4.97 out of 5 average rating, 512 reviews

Private LA Guesthouse with Pool, Mediterranean Garden & View

Feel at ease at this peaceful getaway under the California sun, surrounded by a Mediterranean Garden set back on a serene private lot. This Beautifully Appointed Modern Guest House 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. • Hot tub is not available to guests. • Non-smoking / vaping property • Two Airbnb guests only per stay — No visitors allowed. Stand alone detached dwelling with its own separate and private entrance. This is a brand new & spacious light filled modern living space featuring stunning view of the Los Angeles National Forest to the north. Beautifully appointed with modern but comfortable furnishings with a comfy queen sized bed and quality fresh linens - courtesy snacks and continental breakfast available. This is a stand alone private guest house - It has a 2nd floor access via a dedicated staircase and can be accessed 24 hours. Late arrivals are not a problem with us at all. You may park one personal vehicle in the driveway, we will assign a space for you. We live on the property and are available if you have any questions. We are respectful of your privacy and tend to be low key but do let us know if we can help in any way. We are happy to text with you when you are here or you can call us direct if you have any more elaborate queries. We are always available. The guesthouse is centrally located in between the communities of South Pasadena and Highland Park, Pasadena, Eagle Rock, and Downtown L.A. There are a variety of amenities, craft coffee shops, restaurants, and bars to suit any taste. 5 minute drive to South Pasadena & Highland Park downtown areas. 10 Minutes from Pasadena & Rose Bowl and 15 minutes from Downtown LA POOL USE We are a family of 4 and use the pool on a daily basis during the Summer & warm days. The pool is not heated. There is no lifeguard on duty and we are not liable for any incidents in regards to the pool. The pool is strictly for the use of the registered Airbnb guests ONLY - no other visitors are permitted to use the pool. No Glass or breakables in and around the pool area - plastic containers are available in the pool room. Please follow pool rules which are located in the handbook in the studio. Whilst we are happy to extend the use of the pool to our Airbnb Guests during daylight hours, please keep in mind that we run a tranquil private guest house and not a holiday resort.

Sep 5 – 12

G$40,769 GYD per night

Guest favorite

Home in Los Angeles

4.96 out of 5 average rating, 297 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!

Jul 18 – 25

G$92,305 GYD per night

Guest favorite

Home in Los Angeles

4.88 out of 5 average rating, 126 reviews

Honeymoon House in Hollywood Hills

About three 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 (28.3C) degree. (not in the winter or raining time) 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.

Nov 15 – 22

G$128,648 GYD per night

Guest favorite

Home in Los Angeles

4.9 out of 5 average rating, 456 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

Mar 21 – 28

G$23,333 GYD per night

Guest favorite

Guesthouse in Beverly Hills

4.96 out of 5 average rating, 209 reviews

Rodeo Drive Studio with Pool and Private Garden

Escape to this studio apartment tucked away on an historic estate, once home to Joe Kennedy. Secluded from the main house by a tall hedge of bougainvillea, the studio apartment is completely private. An open-plan living area opens to a private backyard patio. The apartment is simple, functional and comfortable, but not luxurious. The neighborhood is tranquil and safe. Within an easy walk to downtown BH. During the summer months, guests have the use of a salt water pool. Electric car charger.

Nov 11 – 18

G$54,791 GYD per night

Guest favorite

Guesthouse in Los Angeles

4.98 out of 5 average rating, 110 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.

Jul 21 – 26

G$73,013 GYD per night

Guest favorite

Guesthouse in Los Angeles

4.93 out of 5 average rating, 393 reviews

The Perfect Studio Getaway

Newly built studio on beautiful estate size property. Clean, quiet, secure, and unshared. Amenities include: Wifi, SmartTV (not cable), and access to all seasonal fruits, vegetables, herbs, and fresh eggs from garden. Fresh towels, hygiene, and shower products stocked. Rental also includes access to the pool and jacuzzi Minutes to Universal Studios, Hollywood Blvd, Hollywood Bowl. Freeways will quickly take you to Beaches, Disneyland, and Magic Mountain. Walking distance to Ralphs.

Feb 6 – 13

G$26,028 GYD per night

Guest favorite

Home in Los Angeles

5.0 out of 5 average rating, 243 reviews

2 BR Mediterranean Oasis Sleeps 6!

Relax in luxury in your beautiful 2 bed/2 bath guest residence that sleeps 6 and is conveniently located close to all the sights LA has to offer! Perfect for a romantic getaway or a family vacation. We will have a freshly stocked refrigerator with drinks, fruits, cheese and breakfast supplies as well as a pantry of snacks for you to enjoy. The pool and heated spa are yours alone during the duration of your stay! We strive to make your visit to Los Angeles special.

Mar 5 – 12

G$100,486 GYD per night

Guest favorite

Cottage in Los Angeles

4.93 out of 5 average rating, 325 reviews

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Dec 26 – Jan 2

G$25,922 GYD per night

Guest favorite

Guest suite in Sherman Oaks

4.97 out of 5 average rating, 177 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!

Nov 10 – 17

G$29,144 GYD per night

Guest favorite

Guesthouse in Los Angeles

5.0 out of 5 average rating, 126 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.

Jul 8 – 15

G$47,132 GYD per night

Guest favorite

Guesthouse in Los Angeles

4.87 out of 5 average rating, 233 reviews

California Casual - Guest house and pool

Relax in a beautiful studio guest house. French doors open onto a lovely California garden and large refreshing pool. Enjoy your morning coffee in a private yard full of hummingbirds, fruit trees, and native plants. A swim and a glass of wine at the end of the day will whet your appetite for incredible restaurant choices all close by and convenient.

Jan 9 – 16

G$33,233 GYD per night