Vacation 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.

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Guest favorite

Home in Silver Lake

4.97 out of 5 average rating, 345 reviews

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!

Top guest favorite

Guest suite in South LA

4.96 out of 5 average rating, 195 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 favorite

Apartment in Vernon

4.94 out of 5 average rating, 107 reviews

LA Getaway (DTLA)| City View

Enjoy this stunning modern 1 bed/1 bath luxury apartment located in the heart of DTLA. This stylish apartment offers stunning views of the city, in unit washer/dryer, 4K TV, free parking, complimentary coffee, and many more amenities inside the complex. Located only 1 mile away from Crypto Arena, LA Live, & many other restaurants and attractions. 7 Miles away from Universal Studios. Additional amenities include: -Gym -Pool -FREE Parking Perfect for couples and small families!

Top guest favorite

Guesthouse in Hollywood Hills

4.98 out of 5 average rating, 147 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 favorite

Place to stay in Mid City

4.96 out of 5 average rating, 461 reviews

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.

Guest favorite

Bungalow in Topanga

4.97 out of 5 average rating, 255 reviews

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.

Guest favorite

Guesthouse in Central LA

4.99 out of 5 average rating, 268 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.

Guest favorite

Apartment in Downtown Los Angeles

4.93 out of 5 average rating, 217 reviews

J-Boho Chic Condo-Free Parking-Rooftop Pool & Spa

**PLEASE BE ADVISED THAT THE ROOFTOP WILL BE CLOSED FROM SEPT 8TH TO THE 29TH, 2025 FOR MAINTENANCE** Beautiful 1 Bedroom condo on historical Broadway Blvd. Right next to Ace Hotel, this building used to be the largest costume shop in the world. Actor's like Charlie Chaplin used to come and pick up their attire here. 20ft+ceilings & views of the sunsets and city lights have you feeling the vibes during the evening hours. Includes TV and fast WIFI.

Top guest favorite

Home in Mid - Wilshire

4.91 out of 5 average rating, 314 reviews

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.

Top guest favorite

Guest suite in Sherman Oaks

4.98 out of 5 average rating, 231 reviews

Modern Garden Retreat

A spotless bedroom and designer bathroom in the garden wing of a private home close to the many restaurants and small shops on Ventura Boulevard. Universal City, the studios, Beverly Hills, Hollywood, Pasadena, the Getty Museum and other attractions are easily accessed. The fully equipped suite has a private entrance and is separated from the main house by a locked door. A tranquil oasis in the middle of the city! Welcome!

Guest favorite

Guest suite in South LA

4.9 out of 5 average rating, 255 reviews

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.

Top guest favorite

Home in Beverly Grove

4.98 out of 5 average rating, 141 reviews

THE ADALYN - Outdoor Living, Sparkling Pool+Spa

Enjoy your own private oasis in Beverly Grove, a walkable neighborhood famous for outdoor dining, shopping, gourmet coffee and celebrity sightings. The backyard features a private pool and spa, covered dining deck, lounge chairs and a gas grill. Immediately adjacent to Beverly Hills, fine shopping and dining is all nearby. *Heated Pool Option* Long stays discounted, monthly stays available Lic# HSR24-002320