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

Live Oak Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Live Oak vacation rentals

Fridge, microwave, oven, stovetop

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.
$807 nightly
The price is $910
Jul 12 - Jul 13
Total with taxes and fees
New Midtown Farmhouse - Hot Tub, Patio, Gym
Fridge, microwave, oven, stovetop

WOW! Better Than A Hotel! SPACIOUS 4BR in SAN JOSE

WOW! Better Than A Hotel! SPACIOUS 4BR in SAN JOSE
South San Jose
9.8 out of 10, Exceptional, (47 reviews)
"Clean house, communicative host. Some of the electrical outlets didn't work but otherwise everything was great."
United States
Kyle
$493 nightly
The price is $537
Jul 13 - Jul 14
Total with taxes and fees
WOW! Better Than A Hotel! SPACIOUS 4BR in SAN JOSE
Outdoor pool

Ultimate Resort Retreat, Luxury Amenities, Butler

Ultimate Resort Retreat, Luxury Amenities, Butler
Watsonville
$1,439 nightly
The price is $1,615
Jul 9 - Jul 10
Total with taxes and fees
Ultimate Resort Retreat, Luxury Amenities, Butler
Interior

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, (66 reviews)
"Enjoyed the pool, house was great, has everything we needed"
United States
James L.
$623 nightly
The price is $678
Jul 15 - Jul 16
Total with taxes and fees
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
Interior

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
9.8 out of 10, Exceptional, (40 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
$261 nightly
The price is $284
Jul 10 - Jul 11
Total with taxes and fees
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
Interior

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
$243 nightly
The price is $264
Jul 12 - Jul 13
Total with taxes and fees
Luxury stay near Oakridge Mall for vacation/work
Exterior

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, (93 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.
$799 nightly
The price is $897
Jul 16 - Jul 17
Total with taxes and fees
Santa Cruz mountain Redwoods: Sunny beautiful home: VRP#221367:
Interior

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.
$321 nightly
The price is $321
Aug 2 - Aug 3
Total with taxes and fees
Watch Sunsets of the Monterey Bay From a Hilltop Villa
Interior

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.
$249 nightly
The price is $267
Aug 6 - Aug 7
Total with taxes and fees
Luxurious guest house with Great Views of Monterey Bay
Outdoor pool

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.
$243 nightly
The price is $264
Jul 19 - Jul 20
Total with taxes and fees
Private Queen Suite with Pool and Hot Tub
Interior

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
$232 nightly
The price is $253
Jul 31 - Aug 1
Total with taxes and fees
600sft Private ADU, 0.5 miles to Good Sam Hospital San Jose with AC
Property grounds

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.
$361 nightly
The price is $393
Jul 16 - Jul 17
Total with taxes and fees
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
1 bedroom, desk, iron/ironing board, free WiFi

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (9 reviews)
"The room was cozy and quiet, perfect for a good night's sleep. Check-in and Check-out were super easy!"
United States
Joshua E.
$150 nightly
The price is $150
Jul 9 - Jul 10
Total with taxes and fees
"Queens Palace" Studio Apt Business Ready - San Jose
TV, fireplace

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.
$841 nightly
The price is $944
Jul 15 - Jul 16
Total with taxes and fees
Private Pool Villa for family getaways
Terrace/patio

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
$506 nightly
The price is $541
Jul 31 - Aug 1
Total with taxes and fees
Los Gatos Guest Cottage: 2 Mi to Netflix HQ!
Apartment (3 Bedrooms) | Front of property

Oceanfront Watsonville Condo w/ Beach Access!

Oceanfront Watsonville Condo w/ Beach Access!
3.5 star property
Watsonville
10.0 out of 10, Exceptional, (1 review)
"Nice family trip to the beach. The condo was spacious and the primary bedroom was fantastic. The other two bedrooms were small, but were still accommodating. The property is very well maintained. There’s paths to walk on for a nature walk and the beach has some hard sand that makes long walks on the beach very easy to do. There were 6 of us that went and there was plenty of space. Great stay!"
United States
Sarah
$844 nightly
The price is $945
Jul 28 - Jul 29
Total with taxes and fees
Oceanfront Watsonville Condo w/ Beach Access!
Exterior

Oceanfront Watsonville Condo w/ Beach Access!

Oceanfront Watsonville Condo w/ Beach Access!
Watsonville
10.0 out of 10, Exceptional, (21 reviews)
" Host attentive. Amenities were good. "
United States
Dan B.
$864 nightly
The price is $970
Jul 28 - Jul 29
Total with taxes and fees
Oceanfront Watsonville Condo w/ Beach Access!
Interior

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.
$771 nightly
The price is $866
Jul 9 - Jul 10
Total with taxes and fees
Shorebirds 132 Top Floor! All New! Oceanfront w/180° Views - Immaculate/Private!
Smart TV, fireplace, video games, stereo

Oceanfront Retreat Pajaro Dunes Beach, crashing wave views, private beach

Oceanfront Retreat Pajaro Dunes Beach, crashing wave views, private beach
Watsonville
10.0 out of 10, Exceptional, (41 reviews)
"The host was very responsive and the property had wonderful amenities that we all enjoyed. "
United States
Erika
$1,816 nightly
The price is $2,039
Jul 9 - Jul 10
Total with taxes and fees
Oceanfront Retreat Pajaro Dunes Beach, crashing wave views, private beach
Beach nearby

Oceanfront Condo at Pajaro Dunes

Oceanfront Condo at Pajaro Dunes
Watsonville
8.8 out of 10, Excellent, (12 reviews)
"Beautiful location. Definitely an ocean view!! Wonderful beach. Had everything we needed. Bring your pillow and stay a while!!"
United States
Nicole H.
$694 nightly
The price is $783
Jul 13 - Jul 14
Total with taxes and fees
Oceanfront Condo at Pajaro Dunes
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Live Oak Hotel Reviews

Ocean Pacific Lodge

Ocean Pacific Lodge

10/10 Excellent
"Staff was very accommodating and they were pet friendly."
Shannon 1-night trip
Posted less than an hour ago
Ocean Pacific Lodge

Find out more about Live Oak

Everything you need to know about Live Oak vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Live Oak vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Live Oak vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Live Oak vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Live Oak. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Live Oak in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $207 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Live Oak rentals

At Expedia, we put the best Live Oak vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Live Oak rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Live Oak vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Live Oak. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Cozy Private Beach Bungalow, New Hot Tub, 1 Dog ok, 3 short Blocks To Beach.: This Live Oak vacation home rental is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

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.