Pleasure Point Holidays from £1,508

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Your Pleasure Point Holiday

Book a Pleasure Point holiday package and immerse yourself in the way of life and rhythm of this unique neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is having a good time. Some top nearby attractions to check out during your trip to Pleasure Point include Santa Cruz Beach Boardwalk, Main Beach and Seacliff State Beach. Don't just imagine it — make it happen! Reserve your ideal Pleasure Point holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
@ Marbella Lane - Spacious 2BR Home Near Westgate

@ Marbella Lane - Spacious 2BR Home Near Westgate

3 out of 5
Cambrian
Price was £2,032, price is now £1,508 per person
£1,508
per person
22 Jun - 27 Jun
found 3 hours ago
Return direct flight included
London (LON) to San Jose (SJC)
No reviews
@ Marbella Lane - 4BR Siliconvalley Gempool House

@ Marbella Lane - 4BR Siliconvalley Gempool House

3 out of 5
Berryessa
Save 100% on your flight
Price was £3,543, price is now £2,437 per person
£2,437
per person
22 Jun - 27 Jun
found 3 hours ago
Return direct flight included
London (LON) to San Jose (SJC)
No reviews
@ Marbella Lane - Modern 3broasis in Siliconvalley

@ Marbella Lane - Modern 3broasis in Siliconvalley

3 out of 5
West San Jose
Save 100% on your flight
Price was £3,352, price is now £2,398 per person
£2,398
per person
22 Jun - 27 Jun
found 3 hours ago
Return direct flight included
London (LON) to San Jose (SJC)
No reviews
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was £2,802, price is now £2,005 per person
£2,005
per person
22 Jun - 27 Jun
found 3 hours ago
Return direct flight included
London (LON) to San Jose (SJC)
No reviews
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Save 100% on your flight
Price was £2,778, price is now £2,012 per person
£2,012
per person
20 Jun - 27 Jun
just found
Return direct flight included
London (LON) to San Jose (SJC)
9.4/10 Exceptional! (1,373 reviews)
Clean room since cleaned every night we were there

Reviewed on 4 May 2026

Where to stay in Pleasure Point

Find the best Pleasure Point areas and neighborhoods for the activities you enjoy most. Learn more about Pleasure Point
Aerial view of the Santa Cruz beach and the amusement park in California

Westside Santa Cruz

8 out of top 10 points of interest in this area
4/5(31 area reviews)

Travellers to Westside Santa Cruz praise its stunning beaches. If you've got some more time to explore, be sure to stop by Monterey Bay and Santa Cruz Beach Boardwalk.

Find hotels in Westside Santa Cruz

Top hotels in Pleasure Point

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

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

Santa Cruz CA
9.6/10 Exceptional! (76 reviews)
Perfect for a couple looking to do a getaway weekend in Santa Cruz

Reviewed on 8 Apr 2026

Get rates
Romantic Retreat. Soak in the hot tub or lie on loft bed; listen to the surf.
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
The price is £196 per night from 2 Jun to 3 Jun
£196
2 Jun - 3 Jun
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Loved every bit of it and can’t wait for our next trip

Reviewed on 12 May 2026

Dream Inn Santa Cruz
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St Santa Cruz CA
The price is £136 per night from 17 May to 18 May
£136
17 May - 18 May
includes taxes & fees
9.2/10 Wonderful! (1,293 reviews)
It is very clean, the furniture is modern, the pool is clean, and the hotel's location is excellent—close to restaurants, shops, and the beach!))

Reviewed on 12 May 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,263 properties in Pleasure Point
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pleasure Point travel package cost?
Get ready to book, because a getaway to Pleasure Point starts from just £1,508. When you combine your hotels, flights and car rentals into a travel package, you'll land the lowest prices.
If I'm not able to travel, can I cancel my Pleasure Point travel package?
Don't stress if you're rethinking your Pleasure Point travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Pleasure Point?
Bundle your flights and hotels with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 hotels around the globe, your Pleasure Point travel package can be customized exactly to suit your travel style. With all that extra cash, why not throw in a few fun tours and experiences? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Pleasure Point is closer than you thought!
Does Expedia offer Book Now, Pay Later Pleasure Point holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Pleasure Point?
Most who travel to Pleasure Point include Santa Cruz Beach Boardwalk and Mystery Spot on their must-see lists. Why not reserve a hotel right near these iconic attractions?
What are the top hotels in Pleasure Point?
If it's your very first time in Pleasure Point, lock in a room at Chaminade Resort & Spa or Hyatt Place Santa Cruz. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Pleasure Point holiday?
While prices do change, we generally advise booking your spot as early as possible. Many international airfares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Cheap tickets to Pleasure Point sometimes occur in the weeks prior to departure.
What does an Expedia Pleasure Point travel package include?
Hotels, flights and rental cars, or any combination of them — it's your choice. Whether you're exploring Pleasure Point on a family road trip or enjoying a solo break, there's a bundle to fit your style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Pleasure Point travel package?
We already have low prices. However, you'll enjoy even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Pleasure Point Expedia travel package?
Yes, you're in charge. Expedia has access to more than 550 partner airlines worldwide, so you can tailor your Pleasure Point trip according to your needs and budget.

Popular places to visit

Aerial view of the Santa Cruz beach and the amusement park in California

Santa Cruz Beach Boardwalk

4/5(41 reviews)

Enjoy the exciting rides at Santa Cruz Beach Boardwalk and see why everyone loves this theme park in Santa Cruz. Attend a sporting event in this walkable area or seek out the cycling trails.

Santa Cruz Beach Boardwalk
Mystery Spot

Mystery Spot

4.5/5(2 reviews)

Find out about the history of Santa Cruz when you take a trip to Mystery Spot. Attend a sporting event in this walkable area or seek out the surfing spots.

Mystery Spot

Things to do

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

£33
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

£4
per traveller
Capitola Private Personalized Self-Guided App Tour
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

£4
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
See all activities in Santa Cruz

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.