Holiday rentals with a pool in Westside LA

Welcoming Guesthouse with Pool in Encino

Relax poolside or in the hot tub surrounded by lush greenery outside this spacious, renovated guesthouse nestled in a beautiful, private setting. Interior highlights include LED TV and surround sound system, kitchenette, and ample storage. (Pool availability is May 1st - Sep 30th (No exceptions) BUT Hot Tub IS available year round.) We also provide a Keurig coffee maker with K-cups as well as complimentary wine and bottled water. There is a wall-mounted, widescreen LED TV with a surround system with YouTubeTV and Netflix There is a washer and dryer outside the house on the patio for your convenience and an iron and ironing board can be found in the Cupboard Under the Stairs. Pool & Hot Tub: Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub is available upon request. The guest house is free-standing, private and separated from the main house by a poll, gazebo and sizable backyard. You have free access to the property and pool. We are happy to make your stay as comfortable as possible. One of us works out of the home and can be accessible if you should need any assistance. Explore Los Angeles—head out on a short walk to endless dining and shopping options on Ventura Boulevard. It's a short drive to colleges, theme parks, tourist attractions, and, of course, Hollywood. You can walk to almost anything you need to hop on a bus just a block away. *No parties, events, or large gatherings allowed. *Guests must all be 21+ years of age, except in the case of families traveling with children. *Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub available upon request. *Un-gated pool and stairs. Children must be supervised at all times. Guest accepts all liability and holds owner harmless.

World Cup Retreat • Private Pool • 3BR • Near LAX

🌍 Welcome to Your 2026 World Cup Home Base in LA Experience the FIFA World Cup from a spacious, private 3-bd / 2-ba home near SoFi Stadium in Westchester (90045). It features a spacious eat-in kitchen with an island overlooking a large living room. Outside you’ll find a fire pit, gas BBQ and show stopping saltwater pool that can be heated. Whether you’re here to support your team, attend multiple games, or host friends between games, this home offers the space, comfort, and location you seek.

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.

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!

Luxury King bed Villa with Pool and Jacuzzi

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!

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.

Pool Oasis in Vintage Craftsman House

Unwind on the pool terrace of this 1919 Craftsman cottage. Soak in the hot tub or gather at the fire pit by night. Watch movies with surround sound. The renovated, open interior features hardwood floors and a flowing open-concept living space. NOTE: No parties, events, filming. No exceptions. This house is just for quiet enjoyment while you visit LA. Early check-in / late check-out generally not available due to cleaning protocol.

Topanga Canyon Oasis by Colby&Conrad

Experience Topanga Canyon from this private retreat in Los Angeles, nestled beside an oak forest with sweeping canyon views. Swim in the infinity pool, unwind in the spa, and enjoy outdoor living under the trees. This peaceful escape offers garden paths, wellness experiences, and a tranquil setting—perfect for romantic getaways, creative retreats, or relaxing stays near beaches, hiking trails, and the Pacific Coast Highway.

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.

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! The property is in the rear of the main residence but offers privacy. The pool and heated spa are yours alone during the duration of your stay! We strive to make your visit to Los Angeles special.

Bel Air Resort Villa with Pool 4 min from Sunset

Experience ultimate relaxation at this peaceful villa seated on an acre of nature in the heart of Los Angeles. Every bedroom has views of nature without a neighbor in sight. With parking for 8 cars, and an expansive pool, this is the best value in Bel Air. The pool can also optionally be heated, please inquire about seasonal pricing.