Search Winnetka Villa Rentals from CA $793

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Browse Select Winnetka Villas

Beverly Hills Luxury 5BR Villa with Pool, Hot Tub, Rooftop Patio & Parking!

8.6 out of 10, Excellent, (17)
"We had 10 people aged 4-80, and we all had a great time. There was plenty of room to be able to do our own thing, but also room for gathering. "
Beverly Hills Luxury 5BR Villa with Pool, Hot Tub, Rooftop Patio & Parking!

STUNNING private Designer villa/duplex in the top of Hollywood Hills.

9.4 out of 10, Exceptional, (71)
"We had a wonderful stay and would stay in this property again. Diego responded quickly to our communications. The detailed description of how to find keys, where to park was very helpful and parking was always available on the block. The public staircases in the neighborhood were a fun way to explore, find beautiful views, the "Hightower". We loved using the outdoor space, which felt like an extension of the interior, for relaxing in the sun, coffee, afternoon wine/snacks. The property was...
STUNNING private Designer villa/duplex in the top of Hollywood Hills.

Beautifully Remodeled 4BR Home-Outdoor Dining BBQ

9.6 out of 10, Exceptional, (16)
"House was just as described. Ample room for us all. Only suggestion would be to have bigger pans for this size of our party. The neighborhood was nice and quiet."
Beautifully Remodeled 4BR Home-Outdoor Dining BBQ

The Modern Serenity Retreat

10.0 out of 10, Exceptional, (3)
"From beginning to what I didn’t want to end was so effortlessly awesome! The pictures on the site is very nice, but once you open the door, #boom omg it was so beautiful, huge, clean and fresh! Neighborhood was a plus. I celebrated my birthday with a nice gathering of family and close friends with a birthday dinner party and it was amazing! A time I will never forget. The host made sure I was satisfied from the beginning to end of my stay. Available with a quick response ready to help and assist...
The Modern Serenity Retreat

Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking

10.0 out of 10, Exceptional, (43)
"Everything was what we needed for all ages. The pool and hot tub were a hit all of the time. Crystal and Bennett helped us with any problems we had. Crystal even offered an extra day stay for our late arrival. very much appreciated. Thank you."
Your Own Private RESORT!🏝9BR/10BA Gated Compound✰ HUGE Pool, Gym, Yard, Parking

Incredible white water ocean view

10.0 out of 10, Exceptional, (289)
"Absolutely stunning property! Everything we needed was right there on site, and the garden is so beautiful! Cannot wait to come back again."
Incredible white water ocean view

Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss

9.8 out of 10, Exceptional, (6)
"The property was exactly what we were looking for as a group of friends . The ambiance outside was really nice with mature landscaping and very relaxing. The pool & jacuzzi were great on site for our after run recovery. Interior living area was great, allowing us to be together and yet have our own space. "
Mediterranean Villa Pool & Jacuzzi & BBQ Malibu & Hollywood Bliss

The Beverly Grand Villa @ Bel Air, Los Angeles

9.6 out of 10, Exceptional, (24)
"We were comfortable majority of the stay and maybe the only complaint was one dead bug near the garage foyer and perhaps just the garage control not working from the outside of the home. But truly enjoyed my stay to the fullest and would absolutely come back again "
The Beverly Grand Villa @ Bel Air, Los Angeles

Luxurious Trousdale Estate with Expansive Grounds

10.0 out of 10, Exceptional, (7)
"We loved holding our company retreat at this house. The host was very communicative and helpful. Will definitely stay again."
Luxurious Trousdale Estate with Expansive Grounds

Beautiful Hollywood Hills Villa - Heat Pool, BBQ, Hollywood Sign, Prime Location

10.0 out of 10, Exceptional, (36)
"Beautiful property in a good location. Clean and perfectly apportioned. Excellent for my family. Pool was great. Host incredibly responsive. Excellent value. Would rent again in another LA visit."
Beautiful Hollywood Hills Villa - Heat Pool, BBQ, Hollywood Sign, Prime Location

Villa Outpost in the Hollywood Hills.

10.0 out of 10, Exceptional, (1)
"Excellent host, super responsive. The property was true to the ad. Very convenient location to Hollywood and location attractions. For people that aren’t familiar with the area, you will be dealing traffic pretty much throughout the day (not directly at the property but once you get into the business area) But that’s LA for you, but still easy access to everything on the west side of LA. "
Villa Outpost in the Hollywood Hills.

MONTHLY RENTALS - 2BD, 1 BA, BUNGALOW FOR 9! !

8.4 out of 10, Very good, (62)
"Lovely house in the location we needed in an area that felt very safe. "
MONTHLY RENTALS - 2BD, 1 BA, BUNGALOW FOR 9! !

The Jetliner | Private Spa! by Colby & Conrad

6.0 out of 10, (2)
"Awesome place thanks for hosting"
The price is CA $793
CA $1,641 total
includes taxes & fees
Apr 21 - Apr 22
The Jetliner | Private Spa! by Colby & Conrad

Exquisite Hollywood Hills Retreat

10.0 out of 10, Exceptional, (9)
"Wonderfully home with excellent accommodations and well stocked. Will consider next time we visit Los Angeles"
Exquisite Hollywood Hills Retreat

Luxury Resort Style Hollywood Hills Villa

10.0 out of 10, Exceptional, (20)
"We stayed at the house for three days and it is a spectacular house on an even more spectacular setting overlooking Los Angeles. It is magic at night. The house looks exactly like the pictures and it is meticulously kept. It is massive, very well decorated, and has all the extras including a gym, movie room, gameroom, and a bowling alley (which wasn't operating and locked as it was not functioning). Great place to rent and very well located not far from the Vermont and Hillhurst restaurants...
Luxury Resort Style Hollywood Hills Villa

Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!

10.0 out of 10, Exceptional, (9)
"We had the most amazing time with 15 of our closest friends & family. We eloped on the beach at Leo Carillo and had an intimate dinner on the upper patio off my living room with a private chef. We used the kitchen door catering and the food and set up was amazing. The house was absolutely perfect for breathless pictures, especially over off the ledge by the hot tub. Couldn’t have asked for a more perfect wedding. "
Mt Malibu Mansion w/ Amazing Ocean Views, Guest House, 2+ Acres, Hot Tub!

Cheerful four bedroom house with charming view!

9.0 out of 10, Wonderful, (28)
"We had such a great time! Host was really nice and was great at responding! Would definitely book again!"
Cheerful four bedroom house with charming view!

West Hollywood 5 BR Villa; Pool, Hot Tub, Rooftop Patio, Free Parking, Central

9.0 out of 10, Wonderful, (14)
"This property stood out because of the outdoor living area, including pool, spa and grill. We paid extra ( $399) to have the pool heated for one day and it was perfect. The rooms and en suites were very nice and comfortable, plenty of space for us. We did request the property manager come over and show us how things worked because the appliances and faucets, etc. are all pretty high tech. The dishwasher was not stable, and did not work, but the manager sent repairmen over right away and they...
West Hollywood 5 BR Villa; Pool, Hot Tub, Rooftop Patio, Free Parking, Central

Beverly Grove Spanish Oasis 5 BR Villa with Pool, Hot tub, Parking

9.4 out of 10, Exceptional, (6)
"Large space just home with great layout. Pool and Jacuzzi were definitely perks for the kids to keep them busy before venturing out during the days guest suite was perfect for sister-in-law to be able to get away. Awesome neighborhood to be in walking distance to target and other shopping stores. Overall, excellent place to stay if visiting LA. Down the street from Melrose place lol"
Beverly Grove Spanish Oasis 5 BR Villa with Pool, Hot tub, Parking

London Dream

4.5 star property
London Dream
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winnetka

Venice Breeze Suites

3.5 star property
8.4 out of 10, Very good, (1645)
"The room was perfect for a family of 3 and the staff were attentive and assisted us well with any queries"
The price is CA $348
CA $397 total
includes taxes & fees
May 4 - May 5
Venice Breeze Suites

Casas On Cordova Street

2.0 star property
8.0 out of 10, Very good, (13)
"We had no hot water."
Casas On Cordova Street

Venice Suites

3.0 star property
8.2 out of 10, Very good, (1237)
"Excellent location right opposite the beach. Nice views from top floor terrace. A lot of activity in the area. "
The price is CA $323
CA $369 total
includes taxes & fees
May 4 - May 5
Venice Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Winnetka cost?
Villas in Winnetka range between CA $793 and CA $793 per night. These escapes give you the privacy to enjoy your own space at a price that’s gentle to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Winnetka?
Pack your suitcase and choose from 246 villas in Winnetka. For a family vacation, a romantic break and everything in between, Expedia can help you find the perfect space in just a click or two.
Why book your villa in Winnetka with Expedia?
Booking a villa in Winnetka is as easy as deciding on your travel dates and selecting an option suited to your needs. Searching for something affordable or upmarket, or a property that also has a kitchen? Use Expedia’s search filters to narrow your results and find your dream fit.