Vacation rentals with a pool in Hollywood Hills

4.88 out of 5 average rating, 160 reviews

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

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.

4.97 out of 5 average rating, 348 reviews

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

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 suite in Hollywood Hills

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.

4.99 out of 5 average rating, 190 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.

Apartment in Hollywood Hills

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.

4.96 out of 5 average rating, 98 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.

4.98 out of 5 average rating, 110 reviews

A spacious open-plan living area features large glass doors leading to the outdoor space. A modern dining table is complemented by a stylish pendant light. A comfortable seating arrangement is visible beside a fireplace, with a television mounted on the wall.

Home in West Hills

Lux Resort Gorgeous Views & Pool

Wake up to a breathtaking view of the sunrise at this newly renovated 5BDR luxurious home, located in the most peaceful area in West Hills. Comes with a pool, 6bd (1 king, 1 queen) ping pong table, theater/game room & balcony access for 4 rooms. Next to the 118 and 101 freeways makes it a less than 20 minutes drive to most entertainment places in Los Angeles like Hollywood, Malibu, Santa Monica, Universal Studios, a 5 min drive to essential markets & 1 of southern Cali’s biggest shopping malls!

4.98 out of 5 average rating, 725 reviews

A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.

Guesthouse in Reseda

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.

4.87 out of 5 average rating, 101 reviews

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

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!

4.93 out of 5 average rating, 402 reviews

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

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.

Guesthouse in Los Angeles

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.

4.98 out of 5 average rating, 151 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.

5 out of 5 average rating, 99 reviews

A Mediterranean-style home is set within a landscaped yard, featuring lush greenery and tall palm trees. The grand entrance is highlighted by a curved pathway leading to a decorative wooden door, flanked by elegant light fixtures and a small fountain.

Home in Valley Village

Stunning Mediterranean with pool, spa, bbq, gym.

Incredible 5 bedroom 3 bath Mediterranean/Spanish style home featuring a private lush entertainers back yard with beautiful pool, spa, outdoor dining, bar, barbecue, and a mini gym/yoga room. The interior has a fully stocked chefs kitchen, 2 gas fireplaces, multiple large TVs, family game area, stylish and comfortable bedrooms with large closets, and a jacuzzi tub in the primary bath. This home is located in Valley Village, central to many tourist hot spots.

Guesthouse in Carthay Square

A serene outdoor area is highlighted by a vibrant blue pool and a hot tub, featuring two lounge chairs and an umbrella nearby. The space is surrounded by lush greenery and well-kept landscaping, with doors opening to the inviting interior of the guesthouse.

4.99 out of 5 average rating, 275 reviews

Luxurious Guesthouse w/ Pool & Spa in L.A.

Charming guesthouse with a beautiful pool and hot tub near Beverly Hills. Enjoy your own space, complete with a kitchen and living room, and a master suite upstairs. This two-story guest house is 1000 sq./ft. The Airbnb is centrally located with easy access to all that LA has to offer. Two blocks to Beverly Hills, walking distance to Museum Row, about one mile from the Grove and West Hollywood. This detached guest-house has its own entrance and easy access.

4.96 out of 5 average rating, 199 reviews

Home in Hollywood Hills

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!

Popular amenities for Hollywood Hills rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 25 reviews

A spacious designer home is featured, showcasing a pristine pool surrounded by manicured gardens. The outdoor seating area near the pool and fireplace offers numerous spots for relaxation. Inside, built-in shelves display a curated collection of art, enhancing the stylish atmosphere.

Home in Hollywood Hills

Hollywood Hills Retreat | Heated Pool | Privacy

4.97 out of 5 average rating, 414 reviews

A cozy living room features a red sectional sofa adorned with decorative pillows. A glass coffee table sits in front, and a desk with a chair is positioned beside a window. Framed photographs decorate the wall, while soft lighting is provided by lamps.

Home in Toluca Lake

New Toluca Lake Private Pool House

4.91 out of 5 average rating, 168 reviews

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

Midcentury Modern home with tons of Natural light!

4.89 out of 5 average rating, 131 reviews

An open-concept living area features a light-filled space with a vaulted wooden ceiling. A comfortable sofa is positioned in front of a sleek coffee table, while a cozy chair adds seating. Large glass doors provide a view of the private pool, enhancing the indoor-outdoor connection.

Home in Reseda

Mid-Century Modern Pool Villa

4.99 out of 5 average rating, 122 reviews

A secluded outdoor area is bordered by high fencing, offering total privacy. A clear swimming pool is surrounded by lush tropical plants, complemented by comfortable lounge furniture on an expansive wooden deck. Natural light enhances the serene atmosphere of this inviting space.

Home in Mar Vista

Pool House Oasis Close to Venice & Marina

4.93 out of 5 average rating, 124 reviews

A private backyard oasis is showcased with a sparkling pool and spa, framed by lush greenery. Two lounge chairs are positioned on the wooden deck, under a large umbrella. A stone pathway leads to a well-maintained lawn and a glimpse of the home.

Home in Atwater Village

Atwater Oasis w/Pool and HotTub very Walkable Area

5 out of 5 average rating, 15 reviews

The outdoor area features a heated pool with a stone border, reflecting the surrounding greenery and sky. Comfortable seating is positioned nearby, accompanied by a large umbrella. The house is partially visible, showcasing multiple glass doors that lead to an inviting living space.

Home in Hollywood Hills

Designer Hollywood Hills Hideaway near Universal

4.92 out of 5 average rating, 226 reviews

The exterior of the modern single-story home is highlighted at night, featuring stylish architectural details and illuminated entryway. A neatly arranged driveway with geometric patterns leads to a sleek garage door, while landscaped greenery and colorful flowers enhance the welcoming facade.

Home in Sherman Oaks

Modern 4DR Home Pool&Hot Tub Near Universal Studio

Condo rentals with a pool

A rooftop pool area is presented, featuring a large swimming pool and a separate hot tub. Comfortable lounge chairs are arranged around the pool, set against a backdrop of a modern skyline and dramatic cloud formations.

4.93 out of 5 average rating, 224 reviews

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

The rooftop pool area offers lounge chairs with city views and is surrounded by modern decking. A spacious bed is dressed in neutral tones in the cozy bedroom, with natural light filtering through large windows. A gym space is equipped with cardio machines and mirrors.

4.94 out of 5 average rating, 294 reviews

Skyline view Condo, Free Parking, Jacuzzi

The rooftop pool glows under the city lights, surrounded by lounge areas and offering skyline views. The spacious bedroom features a queen bed with a minimalist design, accented by golden wall patterns. A contemporary living room showcases a cozy seating area and stylish decor. A well-equipped gym area includes various fitness machines.

4.94 out of 5 average rating, 403 reviews

☀Art Deco Condo ☀ pool ☀ Gym ☀Free Parking☀Jacuzzi

A modern living area features large windows allowing natural light, framed city views, and industrial-style accents. A dark sectional couch complements a glass coffee table, while decorative shelves and artwork add a cozy touch. Soft curtains enhance the inviting atmosphere.

4.96 out of 5 average rating, 129 reviews

Stylish Modern industrial condo with Rooftop pool

A rooftop pool area features a clear blue pool surrounded by lounge chairs and scenic views of the Los Angeles skyline. The area is well-lit and spacious, with modern buildings and a partially cloudy sky in the background.

4.95 out of 5 average rating, 153 reviews

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

A spacious living area features large windows offering city views, complemented by natural light. A comfortable sofa sits opposite a 65" Smart TV, while a dining table for four is positioned nearby. Stylish decor includes a patterned rug and modern artwork on the walls.

4.98 out of 5 average rating, 164 reviews

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

A nighttime view of the Downtown Los Angeles skyline, featuring illuminated skyscrapers with varying architectural designs. The city lights create a vibrant mosaic against the dark sky, highlighting the impressive height of the buildings and the organized layout of the streets below.

4.98 out of 5 average rating, 104 reviews

DTLA Skyscraper With City Views

A bright living area features large windows dressed with dark curtains, allowing natural light to fill the space. Elegant light fixtures hang from the ceiling. A plush sectional sofa is arranged around a glass coffee table, while a modern dining table and chairs are positioned nearby.

4.85 out of 5 average rating, 142 reviews

DTLA Elegance & Style (1 bdrm, Free Parking, Pool)

Home rentals with a private pool

Guesthouse in Sherman Oaks

A stone pathway leads to the entrance of the cottage, framed by lush greenery and flowering plants. French doors offer a glimpse of the inviting interior. A small outdoor seating area is positioned beside the door, nestled under the shade of a broad tree.

4.95 out of 5 average rating, 188 reviews

Contemporary Cottage - An Oasis with a Private Heated Pool.

4.96 out of 5 average rating, 463 reviews

A spacious living area features a comfortable sofa adorned with decorative pillows. Natural light fills the room through large windows and patio doors, which open to a view of the backyard. A flat-screen TV is positioned on a stand next to a small coffee table.

Home in Encino

Keep Cool in the Poolside Shade at a Charming Encino House

4.95 out of 5 average rating, 257 reviews

A serene garden setting is depicted, featuring a private guesthouse with large glass doors that open to a lush green lawn. A natural stone pool glistens nearby, accented by various trees and shrubbery. Outdoor lounge chairs are positioned invitingly under the shade.

Guesthouse in Van Nuys

Serene Cozy Guesthouse Garden Oasis

4.89 out of 5 average rating, 180 reviews

A serene outdoor space is highlighted by a clear swimming pool, surrounded by lush greenery and softly glowing string lights. Comfortable seating areas are positioned nearby, inviting relaxation under the evening sky.

Home in Lake Balboa

101 Luxurious Home near Universal Studios Pool/Spa

4.92 out of 5 average rating, 322 reviews

Home in Mid - Wilshire

Pool Oasis in Vintage Craftsman House

Guesthouse in Glassell Park

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.

4.93 out of 5 average rating, 533 reviews

Designer’s Dream Oasis with Lap Pool & Hot Tub

Home in Verdugo Woodlands

A welcoming living room showcases original hardwood floors and vintage Mexican tiles. Dutch doors open into the space, which features a Danish rosewood sofa, two wooden chairs, and a coffee table adorned with books. Natural light filters through the windows, highlighting the rustic decor.

4.96 out of 5 average rating, 304 reviews

Historical Swiss Chalet in Los Angeles (with pool)