
Holiday rentals with a pool in Windsor Hills
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windsor Hills
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!

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
A plant lover's paradise tucked into a private backyard studio guesthouse, your own escape w/ a cal king bed, large pool, hot tub, cabana, and massage chair, not shared, all yours to enjoy! Surrounded by tropical fruit trees, an organic garden, and an aquaponics system, a true botanical hidden oasis. Cannabis-friendly (outdoors only). Mention "420" for complimentary organically grown pre-rolls (subject to availability). Max 2 guests. Please confirm you've reviewed the house rules when booking.

Classic LA Mediterranean w/ City Views
I love being a host! My partner and I purchased our home in 2018 and are restoring her little by little. This is one of the historic homes in the neighborhood and we are doing our best to bring her back to life. One interesting fact about the home, Mike Love, of the Beach Boys, lived here as a teenager and wrote a song about the property that was recorded on the Holland album. I am stunned by the views across the city to downtown LA every time I see them. Hope you will stay with us!

Cozy Pool House & Retreat - Los Angeles,CA View Pk
This is a recently renovated pool house is centrally located in the scenic View Park neighborhood of Los Angeles, CA, near LAX. This beautifully furnished one bedroom suite designed for your pleasure and PRIVATE relaxation. All are welcome! This pool house accommodates four (4) people. The suite includes (1) bedroom and bathroom, a common living area with a sofa bed, 60" TV, a kitchenette and a washer/dryer unit. Guest can also enjoy the PRIVATE pool, hot tub, and a beautiful deck area.

Blue White House
My beautifully renovated, freshly remodeled, contemporary house will satisfy you to the fullest!! The property is located in a charming city of Gardena, in the quiet family oriented, village like neighborhood. This comfortable, modern home is perfectly located just 15 minutes from LAX, 15-20 minutes away from Manhattan Beach, Hermosa Beach, 25 min. from gorgeous cliffs of Palos Verdes, and 25 min from downtown LA! Knot's, Soak City and Disneyland are just a short drive away!

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.

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.

Modern Comfort DTLA
This is the life! Downtown LA living in walking distance to Crypto Arena. 25 minutes to SoFi Stadium. Get all the action during the Super Bowl and World Cup 2026! Floor-to-ceiling windows and luxury amenities, this fully furnished apartment comes equipped with a Cali King bed, a queen bed, stainless steel appliances, Smart TV and Wi-Fi. One parking space is included and there is a washer and dryer in the unit.

Clean & Spacious Marina 2BR w/Parking
Welcome to our bright, family & pet-friendly Marina retreat 💛 Comfortably sleeps up to 7 guests — perfect for kids & well-behaved pets. 2 parking spots included 7 ft garage clearance. Enjoy pool, jacuzzi & gym access. Fast WiFi & easy self check-in. Exterior video doorbell at entry for added security. Spotless, thoughtfully prepared, and designed for a relaxing stay.☀️☀️☀️☀️☀️

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.

Hasta La Vista with Pool
Welcome to Historic View Park! Enjoy a private master suite on the first floor with its own entrance, bathroom, and shower. Relax with stunning views of Downtown LA and the Hollywood Sign, plus private walkway access to the pool. The suite is fully closed off from the main house for complete privacy. We’re a friendly family of three and look forward to hosting you!
Popular amenities for Windsor Hills rentals with a pool
House rentals with a pool

3600 sq foot Luxury Spanish Pool Mansion

Midcentury Modern home with tons of Natural light!

Honeymoon House in Hollywood Hills

Mediterranean Resort Style Living in Long Beach

New state of the art home on Historic Property

Chic LA Studio • Pool • Patio • Free Parking • B.H

Heated Pool and Spa - Near LAX, SoFi, Forum - 2BD

Dream pool sweet home
Condo rentals with a pool

⁎ArtDeco ⁎ Condo⁎ pool⁎ Gym⁎Free Parking⁎Jacuzzi

Skyline view Condo, Free Parking, Jacuzzi

Stylish Modern industrial condo with Rooftop pool

Brand-New, Deluxe Hollywood Studio

Live Like a Legend In DTLA + 360° Pool + Parking

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

Magnificent 2 BR apartment in Glendale, pool&gym

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

2 BR Mediterranean Oasis Sleeps 6!

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

Contemporary Cottage - An Oasis with a Private Heated Pool.
Beautiful Guest Cottage with Private Pool (Rancho)

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House

Designer’s Dream Oasis with Lap Pool & Hot Tub

Pool and Historical Swiss Chalet in Los Angeles
Quick stats about holiday rentals with a pool in Windsor Hills

Total holiday rentals
Explore 20 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Windsor Hills holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor Hills rentals

4.9 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Private suite rentals Windsor Hills
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- Rentals with a hot tub Windsor Hills
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- Venice Beach
- Disneyland Park
- Santa Catalina Island
- Santa Monica Beach
- SoFi Stadium
- Crypto.com Arena
- Los Angeles Convention Center
- University of Southern California
- Universal Studios Hollywood
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Santa Monica State Beach
- Knott’S Berry Farm
- Disney California Adventure Park
- Long Beach Convention & Entertainment Center
- Beach House
- Anaheim Convention Center
- Dodger Stadium
- Huntington Beach, California
- The Grove
- Santa Monica Pier
- Hollywood Walk of Fame
- Mountain High
- Hollywood Bowl





