Holiday rentals with a pool in Windsor Hills

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.

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!

Gorgeous Sun-Soaked Loft with Rooftop Pool

This huge, open concept loft features 13 foot ceilings and 800 square feet. It is a true 1 bed, 1 bath, featuring a king-sized bed, large kitchen and huge living room with gigantic windows. In-unit washer and dryer makes laundry a breeze. Living room couch has a pull-out bed. Central AC/heat. There is 24/7 doorman security. The building features a gorgeous rooftop pool and hot tub with 360 degree views of Los Angeles. There is also a gym and a monitored mailroom.

Well Appointed Mid Wilshire Studio, Great Spot!

This fun cabana is in a great central location with parking. There's a separate bedroom with desk, a kitchenette, a walk-in closet, a bathroom, and a living area with a comfy sofabed. Tucked away in a huge yard centered around a beautiful 80+-year-old tree and a newly restored pool & hot tub, fire pit, tree swing, loungers, and bbq, this is one of two listings on the property and is very private, safe, and quiet with fast stable internet. Chore-free checkout.

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.

Angeles Perch w/Pool

Welcome to my beautiful home in "Historic" View Park. Stay in our Master Bedroom on the 1st floor with its own private entrance and gorgeous view of Downtown LA and Hollywood Sign. The master bedroom is closed off from the main house, so you will have complete privacy along with your own bathroom with shower. With access to the pool through your own private walk way, its an amazing experience. We are a friendly family of 3.

Oasis in the City

Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.

Luxurious Cal King Bed Suite, Skyline View of DTLA

On Broadway! Located in the heart of DTLA, Adjacent Ace Hotel. This posh unit offers high rise views in the historic fashion district. At our King Bed Suite, you'll first arrive to a beautiful and bright, modernly decorated yet historic lobby, and be greeted by professional and smiling concierge who will allow access so you can enjoy the downtown views of Los Angeles in a luxurious private suite.

Private Modern Guesthouse with Pool, View & Garden

Relax in this serene retreat under the California sun, surrounded by a Mediterranean garden on a peaceful private lot. This beautifully designed modern guest studio is a separate structure from the primary family residence on a secure, gated property with a dedicated off-street parking space for guests. • Non-smoking Property • Only two Airbnb guests per stay • Shared Swimming Pool w/ Hosts