Westside Santa Cruz holiday rentals

We found 222 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

August 2025

September 2025

Discover a selection of 81 homes, 13 apartments and other holiday rentals in Westside Santa Cruz that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include parking and a pool. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Westside Santa Cruz

Showing deals for:7 Nov - 14 Nov

Exceptional

(21 reviews)

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

Santa Cruz, CA

7% off

S$1,286 per night

includes taxes & fees

Exceptional

(40 reviews)

💥Weekly/Monthly DISCOUNT💥 Santa Cruz Home close to OCEAN+POOL+HOT TUB + DOGS💕

Santa Cruz, CA

8% off

S$1,712 per night

includes taxes & fees

Historic garden cottage (sorry...despite chimney, there is NOT a fireplace) :-(

Exceptional

(126 reviews)

Oceanside Victorian Cottage Located On Scenic West Cliff Drive

Santa Cruz, CA

9% off

S$414 per night

includes taxes & fees

See and hear the ocean while relaxing on the deck.

Exceptional

(155 reviews)

Westside 3 BR + loft Overlooks Natural Bridges Beach. Great for Families!

Santa Cruz, CA

8% off

S$867 per night

includes taxes & fees

Exceptional

(43 reviews)

33% Discount, <br>Fantastic Location, steps to ocean, clean comfortable house...

Santa Cruz, CA

8% off

S$1,024 per night

includes taxes & fees

Exceptional

(117 reviews)

Amazing Home, 2 Blocks to Beach; Clean, Spacious, Bright, Booking Fall/Winter 25

Santa Cruz, CA

9% off

S$652 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

12% off

S$1,220 per night

includes taxes & fees

Exceptional

(14 reviews)

Stunning, Beach Home near Santa Cruz Beach & Boardwalk, Walk Downtown! Superhost

Santa Cruz, CA

12% off

S$1,040 per night

includes taxes & fees

Blacks Beach Retreat , steps to Twin Lakes Beach, Free WiFi

Exceptional

(208 reviews)

Blacks Beach Retreat,Wi-Fi, near Harbor & Steps to Twin Lakes Beach!

Santa Cruz, CA

7% off

S$583 per night

includes taxes & fees

Our beach! The Crow's Nest and other restaurants are a short beach walk away

Exceptional

(324 reviews)

Large Santa Cruz Beach House. Steps to beach. Pets welcome. Family. Reunions.

Santa Cruz, CA

8% off

S$2,596 per night

includes taxes & fees

ILVE dual fuel range, SMEG fridge. Marble counter, Bosch dishwasher, SMEG fridge

Exceptional

(104 reviews)

Historic 1887 Carriage House Located On Landmark Property

Santa Cruz, CA

6% off

S$402 per night

includes taxes & fees

Exceptional

(242 reviews)

4th house from Twin Lakes Beach and a 2 minute walk to the Crow’ Nest and Harbor

Santa Cruz, CA

7% off

S$505 per night

includes taxes & fees

Exceptional

(86 reviews)

Gorgeous Historic Victorian Duplex, Quick Walk to Wharf, Beach & Boardwalk

Santa Cruz, CA

9% off

S$852 per night

includes taxes & fees

Exceptional

(90 reviews)

A Few Steps From Beach, Harbor & Crow's Nest; Views Of Each From Quiet Home

Santa Cruz, CA

8% off

S$973 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Westside Santa Cruz

Santa Cruz Beach Boardwalk

Find the best place to stay - Westside Santa Cruz

Lighthouse Field, 1 Block to Beach, Steamer Lane, Wharf

Sleeps 6 · 2 bedrooms · 1 bathroom

Santa Cruz Beach House - Steps to Beach, Wharf, Boardwalk, Cowells, Lighthouse

Sleeps 6 · 2 bedrooms · 1 bathroom

Cowell Beach House - 1/2 Block to Beach, Wharf, Boardwalk, Cowells, Lighthouse

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - Westside Santa Cruz

Great Property

We couldn’t have had a better place to stay in Santa Cruz- a gorgeous house, minutes from the waves! Unfortunately we were there in January so couldn’t fully enjoy the beautiful yard and outdoor facilities, but we’ll definitely be back. It made our first visit to Santa Cruz very special. Thank you Alan and Brit!

Jessica D.

Stayed Jan 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 rental accommodation in Westside Santa Cruz?

Houses are the most popular kind of holiday rental in Westside Santa Cruz, according to our data. Even if you have something a little different in mind, Vrbo has properties in loads of shapes and sizes. Browse our many options to find your perfect Westside Santa Cruz pad.

How much does it cost to rent a holiday rental in Westside Santa Cruz?

Several things can determine how much you'll pay for a holiday rental in Westside Santa Cruz, including the type of property, season and length of stay. However, all our holiday homes have one thing in common — exceptional value. Just add your travel dates to find your ideal fit.

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

When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Westside Santa Cruz travel dates to see all your options on Vrbo. Can't live without a private pool? Use our filters to select the features and amenities you want in your holiday home.

Are there pet-friendly holiday rentals in Westside Santa Cruz?

Good news. There are. You'll have a choice of 59 holiday homes that roll out the welcome mat in Westside Santa Cruz on Vrbo. Our furry companions need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to book a property where your pup can share in the good times.

Can I rent a house with a pool in Westside Santa Cruz?

Grab your swimsuit and inflatable lounger, because there are six houses with a private pool in Westside Santa Cruz. Unwind at one of these superb holiday rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Westside Santa Cruz?

When it comes to rental amenities that people are searching for in Westside Santa Cruz, a nearby waterfront, nearby museums and a garden are the most popular. With Vrbo holiday homes, there are choices to fit your taste and style, whether you're holidaying with your partner, your family or even pets.

Are there large group holiday rentals in Westside Santa Cruz?

With 12 holiday rentals that can sleep 10 people or more in Westside Santa Cruz, you don't have to keep anyone off the invite list. From family holidays to events like birthday and Christmas parties, Vrbo can help you find a large group rental to match the occasion.

Are there holiday rentals in Westside Santa Cruz that welcome kids?

Westside Santa Cruz has 59 family-friendly holiday rentals to choose from. And finding a stay that welcomes kiddos is easy with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also get conveniences and perks such as multiple bedrooms, full kitchens and private pools.

What are the top attractions for families in Westside Santa Cruz?

Keep the kids happy at these awesome family-friendly attractions in Westside Santa Cruz:

Santa Cruz Beach Boardwalk
Santa Cruz Wharf
Natural Bridges State Park

Are there one-bedroom holiday rentals in Westside Santa Cruz?

There are 12 one-bedroom properties in Westside Santa Cruz to select from. A one-bedroom holiday home is a superb choice if it's just you and your partner or if you're holidaying solo. Throw in more convenience, privacy and space compared to a regular hotel, and you've got the makings of a getaway to remember.

Can I find two-bedroom holiday rentals in Westside Santa Cruz?

Select from 15 two-bedroom holiday rentals in Westside Santa Cruz. Put your little ones in the second room or fill it with a couple of your nearest and dearest friends. There's space for whoever's fortunate enough to be joining your journey.

Are there holiday rentals with WiFi in Westside Santa Cruz?

Whether you'd like to keep up with the headlines, write a few emails or post a pic to social media, there are 21 holiday homes with WiFi in Westside Santa Cruz. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find holiday rentals with air conditioning in Westside Santa Cruz?

Westside Santa Cruz has eight holiday rentals where you can wind down in air-conditioned comfort. To book a stay on Vrbo with this perk, enter your dates of travel and use the handy filters to select the "air conditioning" box.

How old do you have to be to rent a holiday rental in Westside Santa Cruz?

The minimum age permitted can differ across properties on Vrbo, so double-check the rules of the holiday rental in Westside Santa Cruz you want to book. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Westside Santa Cruz for?

The amount of time you can stay in a Westside Santa Cruz holiday rental for is up to each property. Simply tap in your travel dates to see options offering longer term stays. They have all the things you need to make your extended break more enjoyable and convenient, such as air conditioning and laundries. Some holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.