Some info is shown in its original language. Translate

Holiday rentals with a pool in Windsor Hills

Find and book unique homes with a pool on Airbnb

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 $64 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Windsor Hills holiday rentals include wifi 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!

Top-rated rentals with a pool in Windsor Hills

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A leather sofa is positioned under a triangular wood-framed picture window, providing views of the greenery outside. A colorful rug with geometric patterns lies on the hardwood floor, complementing the space's white walls and natural light.
Home in Long Beach
4.79 out of 5 average rating, 807 reviews

Relaxing Spanish Stunner House near the Queen Mary

Sink into the leather sofa under a triangular wood-framed picture window and admire the art and colorful rugs that fill this Spanish-style home. Outside, take a dip in the shared splash pool, relax on the sunny patio, or gather around the fire pit. Please note, there is a guest house in the backyard. The backyard is a common area amongst guests. The splash pool is small, only 3.5 feet deep. All guests must use their discretion in practicing social distancing. This space is a classic Spanish style house built in 1932, but has been completely renovated with all new everything. We are nestled in the heart of the historic Wrigley neighborhood in Long Beach. A fully equipped kitchen, crisp linens (hypoallergenic), towels, games, and Netflix await you. You'll find coffee, tea, water, and some rotating treats floating around. You'll also love the 56 inch 4k Smart LED television. Jet to downtown, the beach, Bixby Knolls, Cal Heights or Belmont Shore within minutes. Several culturally diverse restaurants with fantastic food, and amazing coffee shops, sprinkled around the neighborhood just a short drive away. -The Spanish House has a completely detached small guest house in the rear of the yard called "The Little Bungalow" that is also an airbnb. Other than that the whole front main house is entirely yours and private! -The pool and fire pit are common areas, but you can use them at any time. -You will be given a temporary access code for the front door prior to your arrival. Please note, the door locks automatically upon exit, so you'll need to enter the access code each time. You may see me out and about in the back yard at times, feel free to come and say hello. Sometimes I make friends and we chat outside around the fire pit, sometimes I'm away. However, I will respect your privacy and our level of interaction will be organic. If you have any questions during your stay, don't hesitate to message me! The home is in a culturally and architecturally diverse neighborhood of Long Beach. Shops and restaurants are about five or six blocks away, so it is easier to bike, drive, or ride-share instead of walking to attractions. The beach, aquarium, Queen Mary, and convention center are all about 2.5-3 miles away. Some people bicycle, but I recommend driving/UBER/Lyft to get to most places. 1) There is one airbnb called "The Little Bungalow" located in the back of the yard. This is entirely separate with it's own entrance. 2) The Spanish House has its own private parking in the front driveway. 3) The main backyard is a common area, for all guests to share and use the pool, and fire pit. 4) The pool guy comes early Friday mornings for 15 minute maintenance. 5) The gardeners come Wednesdays for 1 hour maintenance.

Top guest favourite
The images showcase a spacious living area featuring a comfortable brown leather sectional sofa, a circular wooden coffee table with a potted plant, and high wood-beamed ceilings. A glimpse of the outdoor pool area is seen, with a crystal-clear blue pool and surrounding patio, highlighting relaxation and playful outdoor activities.
Home in Westchester
4.99 out of 5 average rating, 125 reviews

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.

Top guest favourite
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.
Guest house in Reseda
4.99 out of 5 average rating, 756 reviews

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.

Top guest favourite
Home in Encino
4.96 out of 5 average rating, 478 reviews

Keep Cool in the Poolside Shade at a Charming Encino House

Gorgeous Encino guest home South of Ventura Blvd with parklike grounds and pool. Attached to the main residence by a sealed hall, this oasis is a separate 1700 sq. ft. residence with own entrances. The property is completely private. Shopping, restaurants, grocery and more ½ mile away on world famous Ventura Blvd. Getty and Universal are a short drive, and Disneyland under 45 miles. Close to westside of Los Angeles, and less than one mile from some of the best hiking trails in the city.

Top guest favourite
A pool area features six lounge chairs arranged beside a clear pool, reflecting the sky. A shaded dining table with colorful chairs sits nearby, offering a place to enjoy meals. Lush greenery and distant hills enhance the serene view under a softly lit, cloudy sky.
Guest suite in South LA
4.96 out of 5 average rating, 209 reviews

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!

Guest favourite
A cozy bedroom features a spacious bed with light-colored linens and several decorative pillows. A contrasting patterned throw lies at the foot of the bed. A mirrored wall adds depth, while a dresser provides additional storage.
Guest house in South LA
4.81 out of 5 average rating, 252 reviews

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.

Superhost
A modern kitchen features an island with a sleek countertop, a stainless steel stove, and ample cabinetry. The open layout connects to a dining area and a well-lit living space, with large windows providing a view of the outdoor swimming pool.
Home in Gardena
4.78 out of 5 average rating, 388 reviews

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!

Guest favourite
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.
Home in Glendale
4.97 out of 5 average rating, 316 reviews

Pool and Historical Swiss Chalet in Los Angeles

The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

Top guest favourite
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.
Guest house in Hollywood Hills
4.98 out of 5 average rating, 172 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.

Top guest favourite
Flat in Marina del Rey
4.9 out of 5 average rating, 124 reviews

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.☀️☀️☀️☀️☀️

Top guest favourite
An outdoor area features a pool surrounded by a spacious deck. Lounge chairs with orange cushions are arranged near the water. A stone barbecue area is located adjacent to the pool, with a backdrop of vibrant skies and palm trees, contributing to a relaxing ambiance.
Home in Sherman Oaks
4.99 out of 5 average rating, 256 reviews

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.

Guest favourite
A landscaped front yard features various palm and tropical plants, creating a lush and inviting entrance. The structure showcases a two-story design with a balcony, surrounded by greenery and stone accents on the façade. A clear blue sky complements the scene.
Guest suite in South LA
4.91 out of 5 average rating, 310 reviews

Hasta La Vista w/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

  1. Airbnb
  2. United States
  3. California
  4. Los Angeles County
  5. View Park-Windsor Hills
  6. Windsor Hills
  7. Rentals with pools