Photo by Ian Durant

Eastside Santa Cruz holiday rentals

We found 282 holiday rentals — enter your dates for availability

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September 2025

October 2025

Discover a selection of 169 homes, 10 apartments and other holiday rentals in Eastside Santa Cruz that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and cable TV. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Eastside Santa Cruz

Showing deals for:12 Dec - 19 Dec

Exceptional

(24 reviews)

Oceanfront Beach Bungalow at Pleasure Point Surfing Beach!

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$1,218 per night

includes taxes & fees

Exceptional

(25 reviews)

Luxury Santa Cruz Villa: Beachside Paradise with New Hot Tub & Fast Wi-Fi

Santa Cruz, CA

7% off

for 7 nights, 1 villa

AU$1,655 per night

includes taxes & fees

Exceptional

(7 reviews)

Pleasure Point walk to beaches and surf from charming, private and spacious home

Santa Cruz, CA

15% off

for 7 nights, 1 home

AU$650 per night

includes taxes & fees

Exceptional

(20 reviews)

Charming Pleasure Point Home-1 Block from Private’s Beach w Hot Tub & Bikes

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$915 per night

includes taxes & fees

Take a soak in the bubbling cedar wood hot tub

Exceptional

(72 reviews)

Romantic Retreat. Soak in the hot tub or lie on loft bed; listen to the surf.

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$466 per night

includes taxes & fees

The beach is just a few steps away, but you won't want to leave this huge deck!

Exceptional

(131 reviews)

Just steps from the beach - Awesome views! Perfect family beach house!

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$1,071 per night

includes taxes & fees

Comfy couches and chairs to enjoy sunrise with coffee or sunsets with wine!

Exceptional

(168 reviews)

5 Minute Shortcut to the Beach with This Resort-like Pleasure Point House

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$773 per night

includes taxes & fees

Enjoy dinner on the large front patio with views of the occean

Exceptional

(13 reviews)

Toes in the Sand-The 25th Beach Retreat with hot tub!

Santa Cruz, CA

12% off

for 7 nights, 1 home

AU$869 per night

includes taxes & fees

Oh so cute! Parking for two cars in the driveway.

Exceptional

(218 reviews)

Bright and Colorful - Family Friendly! Short walk to the Best Beaches in Town!

Santa Cruz, CA

8% off

for 7 nights, 1 home

AU$550 per night

includes taxes & fees

Having coffee on the deck while watching the kids

Exceptional

(81 reviews)

Castle Beach Retreat - Relax at the Best Beach in Santa Cruz!

Santa Cruz, CA

17% off

for 7 nights, 1 home

AU$1,402 per night

includes taxes & fees

Wonderful

(33 reviews)

Lovely Beach Victorian Home at S.C. Yacht Harbor, 1 blk to beach

Santa Cruz, CA

10% off

for 7 nights, 1 home

AU$1,291 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Eastside Santa Cruz

Santa Cruz Harbor

Find the best place to stay - Eastside Santa Cruz

Oceanfront patio w/ 2 dining sets, lounges and fire pit

Premier Host

Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!

Sleeps 10 · 4 bedrooms · 3 bathrooms

Premier Host

Just steps from the beach - Awesome views! Perfect family beach house!

Sleeps 8 · 3 bedrooms · 2 bathrooms

Premier Host

Sandy BEACHFRONT Surfside - at Corcoran Beach, Newly Remodeled w/ HOT TUB!

Sleeps 9 · 4 bedrooms · 3 bathrooms

Top rated rentals - Eastside Santa Cruz

Spacious living room upstairs with large screen TV - multiple sitting areas

Premier Host

Great stay near the beach

We had a great stay at this Santa Cruz home. Convenient to beaches and the Point surfing breaks. The house was comfortable and spacious and suited our group perfectly with a separate apartment downstairs. Highly recommended

Drew W.

Stayed July 2022

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Eastside Santa Cruz?

The most in-demand types of holiday homes in Eastside Santa Cruz are houses. After something a little different? Stayz offers a variety of options to match our guests' diverse needs, so you'll see holiday properties in all sizes and shapes. The perfect fit is ready and waiting for you — book yours today.

How much does it cost to rent a holiday home in Eastside Santa Cruz?

A number of things affect what you'll pay for a holiday home in Eastside Santa Cruz, like the type of property, season and length of stay. But, all our holiday homes have something in common — amazing value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Eastside Santa Cruz?

The average price for a holiday home close to the beach in Eastside Santa Cruz depends on when you'll be there and the size and style of property you're searching for. You can find prices easily and quickly on Stayz by entering your dates of travel. Then use the handy filters to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.

Are there large group holiday homes in Eastside Santa Cruz?

Eastside Santa Cruz has 16 holiday homes that can host 10 or more people. These properties come with plenty of space to enjoy good times with friends and family.

Can I find two-bedroom holiday homes in Eastside Santa Cruz?

Gather your family and enjoy total privacy and comfort in one of the 39 two-bedroom holiday homes Eastside Santa Cruz has to offer.

Are there holiday homes with WiFi in Eastside Santa Cruz?

Whether you'd like to keep up with the latest headlines, reply to emails or post a pic to social media, there are 58 holiday homes with WiFi in Eastside Santa Cruz. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.

How old do you have to be to rent a holiday home in Eastside Santa Cruz?

The minimum age can vary across properties on Stayz, so double-check the rules of the holiday home in Eastside Santa Cruz you're interested in. But in general, it's 16, 18 or 21.

How long can I rent a holiday home in Eastside Santa Cruz for?

The amount of time you can book an Eastside Santa Cruz holiday home for is up to the property. Just tap in your dates of travel to view options that offer extended stays. They come with all you need to make your extended getaway more enjoyable and convenient, like air conditioning and laundries. Some holiday homes may also offer weekly or monthly discounts, so you can stick around for longer for less.