A dry, rolling hillside with sparse trees and a clear blue sky.

Live Oak Vacation Rentals

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Our top choices for Live Oak vacation rentals

New Midtown Farmhouse - Hot Tub, Patio, Gym

New Midtown Farmhouse - Hot Tub, Patio, Gym
Eastside Santa Cruz
9.0 out of 10, Wonderful, (10 reviews)
"Nice place and location overall. "
United States
Lawrence S.
The price is CA $243
CA $858 total
includes taxes & fees
Aug 26 - Aug 27
New Midtown Farmhouse - Hot Tub, Patio, Gym

Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA

Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA
South San Jose
9.8 out of 10, Exceptional, (32 reviews)
"We really enjoyed staying there and when "
United States
Kerry R.
The price is CA $395
CA $826 total
includes taxes & fees
Aug 9 - Aug 10
Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA

Ultimate Resort Retreat, Luxury Amenities, Butler

Ultimate Resort Retreat, Luxury Amenities, Butler
Watsonville
The price is CA $1,354
CA $2,279 total
includes taxes & fees
Aug 3 - Aug 4
Ultimate Resort Retreat, Luxury Amenities, Butler

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
South San Jose
9.6 out of 10, Exceptional, (69 reviews)
"Enjoyed the pool, house was great, has everything we needed"
United States
James L.
The price is CA $536
CA $1,013 total
includes taxes & fees
Aug 5 - Aug 6
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
South San Jose
10.0 out of 10, Exceptional, (44 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
The price is CA $211
CA $438 total
includes taxes & fees
Aug 11 - Aug 12
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Luxury stay near Oakridge Mall for vacation/work

Luxury stay near Oakridge Mall for vacation/work
South San Jose
9.8 out of 10, Exceptional, (84 reviews)
"Very clean unit, comfortable beds, AC working fine, well equipped kitchen. Good shower water pressure. Only downside is that wall are thin so we could hear neighbors conversations and walking upstairs. Overall very recommendable"
United States
Gabriel
The price is CA $219
CA $374 total
includes taxes & fees
Aug 2 - Aug 3
Luxury stay near Oakridge Mall for vacation/work

Santa Cruz mountain Redwoods: Sunny beautiful home: VRP#221367:

Santa Cruz mountain Redwoods: Sunny beautiful home: VRP#221367:
Corralitos
9.8 out of 10, Exceptional, (94 reviews)
"This is a remarkable house, hidden in the redwoods on a small mountain road several miles from Watsonville. It's a uniquely designed home, a great kitchen, and four bedrooms. The road and driveway up to the house are themselves quite an experience, and guests should be aware that there are quite a few stairs up to the large deck. "
United States
Roger R.
The price is CA $697
CA $1,075 total
includes taxes & fees
Aug 9 - Aug 10
Santa Cruz mountain Redwoods: Sunny beautiful home: VRP#221367:

Watch Sunsets of the Monterey Bay From a Hilltop Villa

Watch Sunsets of the Monterey Bay From a Hilltop Villa
Castroville
9.4 out of 10, Exceptional, (28 reviews)
"Fabulous place to stay. Super clean, excellent facilities and gorgeous view. "
New Zealand
Sonya H.
The price is CA $330
CA $458 total
includes taxes & fees
Aug 17 - Aug 18
Watch Sunsets of the Monterey Bay From a Hilltop Villa

Luxurious guest house with Great Views of Monterey Bay

Luxurious guest house with Great Views of Monterey Bay
Castroville
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful room, beautiful property!We enjoyed our stay."
United States
Dean D.
The price is CA $240
CA $372 total
includes taxes & fees
Aug 9 - Aug 10
Luxurious guest house with Great Views of Monterey Bay

Private Queen Suite with Pool and Hot Tub

Private Queen Suite with Pool and Hot Tub
Willow Glen
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay, place was clean and comfortable and the pool and hot tub were great."
United States
Deanna C.
The price is CA $224
CA $376 total
includes taxes & fees
Aug 9 - Aug 10
Private Queen Suite with Pool and Hot Tub

600sft Private ADU, 0.5 miles to Good Sam Hospital San Jose with AC

600sft Private ADU, 0.5 miles to Good Sam Hospital San Jose with AC
Cambrian
The price is CA $229
CA $324 total
includes taxes & fees
Jul 31 - Aug 1
600sft Private ADU, 0.5 miles to Good Sam Hospital San Jose with AC

Dreamy Luxe Pool Retreat - 3BR in Urban Campbell

Dreamy Luxe Pool Retreat - 3BR in Urban Campbell
San Tomas
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable and cozy, pool was amazing!Looking forward to our next stay! "
United States
Diana W.
Dreamy Luxe Pool Retreat - 3BR in Urban Campbell

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
Cambrian
9.8 out of 10, Exceptional, (9 reviews)
"Everything you need and then some! We loved our stay here. This loft was perfect for our small family of three. Beautiful, well thought out space. Lots of sleeping room and play space. Felt private and had gorgeous fenced shared outdoor space with lighting, treehouse, playground, seating, and outdoor wet bar. Can’t wait to stay again next time we are in the area. "
United States
Carol B.
The price is CA $349
CA $513 total
includes taxes & fees
Aug 5 - Aug 6
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

Private Pool Villa for family getaways

Private Pool Villa for family getaways
Aptos
10.0 out of 10, Exceptional, (13 reviews)
"Comfy beds. Very pleasant stay."
United States
Paul M.
The price is CA $779
CA $1,547 total
includes taxes & fees
Aug 27 - Aug 28
Private Pool Villa for family getaways

Los Gatos Guest Cottage: 2 Mi to Netflix HQ!

Los Gatos Guest Cottage: 2 Mi to Netflix HQ!
Monte Sereno
10.0 out of 10, Exceptional, (2 reviews)
"This cottage provided a wonderful stay for us. The host was so attentive and the accommodations felt more like a boutique hotel than a rental property. The home and property were beautiful and we would highly recommend staying here!"
United States
Jennifer
Los Gatos Guest Cottage: 2 Mi to Netflix HQ!

Family Friendly 3-bedroom home in Monte Sereno

Family Friendly 3-bedroom home in Monte Sereno
Monte Sereno
The price is CA $406
CA $619 total
includes taxes & fees
Aug 9 - Aug 10
Family Friendly 3-bedroom home in Monte Sereno

Oceanfront With Views & Privacy

Oceanfront With Views & Privacy
Watsonville
8.8 out of 10, Excellent, (3 reviews)
"Beautiful location, morning walks on the beach were magical."
United States
Rhonda W.
Oceanfront With Views & Privacy

Shorebirds 132 Top Floor! All New! Oceanfront w/180° Views - Immaculate/Private!

Shorebirds 132 Top Floor! All New! Oceanfront w/180° Views - Immaculate/Private!
Watsonville
10.0 out of 10, Exceptional, (14 reviews)
"Gorgeous comfortable home with a spectacular view! Doesn't get any better, thank you!"
United States
Elise W.
The price is CA $670
CA $1,221 total
includes taxes & fees
Aug 6 - Aug 7
Shorebirds 132 Top Floor! All New! Oceanfront w/180° Views - Immaculate/Private!

Shorebirds Getaway: Remodeled 2023: OCEANVIEW 2nd Floor!

Shorebirds Getaway: Remodeled 2023: OCEANVIEW 2nd Floor!
Watsonville
10.0 out of 10, Exceptional, (279 reviews)
"Host, Beautiful views "
United States
Jordan R.
The price is CA $636
CA $1,178 total
includes taxes & fees
Aug 16 - Aug 17
Shorebirds Getaway: Remodeled 2023: OCEANVIEW 2nd Floor!

3 Bedroom House - 3 min from beach!

3 Bedroom House - 3 min from beach!
La Selva Beach
9.4 out of 10, Exceptional, (12 reviews)
"It was a nice place to stay. "
United States
Dominique H.
The price is CA $494
CA $1,198 total
includes taxes & fees
Aug 10 - Aug 11
3 Bedroom House - 3 min from beach!
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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Top Live Oak Hotel Reviews

Find out more about Live Oak

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Live Oak. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Live Oak?

Yes, there are vacation rentals where you'll be only 2.3 mi (3.7 km) from Santa Cruz Beach Boardwalk, providing a secluded option if you want a quieter place to stay.

What's the top vacation rental that Live Oak has to offer?

Seascape Garden Studio Minutes From Ocean Or Redwoods : This vacation home near Live Oak offers a patio, a garden, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals will I find in Live Oak?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Live Oak stay.

What’s there to see and do in Live Oak?

While exploring the area, visit family-friendly sights like Santa Cruz Beach Boardwalk, or get outside and enjoy nature at Twin Lakes State Beach. In the larger area, you’ll find Santa Cruz Harbor and Monterey Bay.

What’s a vacation rental in Live Oak like?

Vacation rentals are private properties you can book for a couple of days or more in Live Oak. Vacation rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.