Photo by Dori Vogel Cirrincione

Pleasure Point holiday lettings

We found 217 holiday rentals — enter your dates for availability

Discover a selection of 68 homes and other holiday rentals in Pleasure Point that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Pleasure Point

Showing deals for:27 Feb - 6 Mar

Image gallery for Large Home on Quiet Street Steps from Sunny Cove Beach, Private Pickleball Court

Gorgeous ocean view from deck, family room and dining room. Steps to the beach.
9.8 out of 10, Exceptional, (109 reviews)
Exceptional
(109 reviews)

Large Home on Quiet Street Steps from Sunny Cove Beach, Private Pickleball Court

Santa Cruz, CA

8% off
Price is £7,783
for 7 nights, 1 home
£1,112 per night
includes taxes & fees
Large Home on Quiet Street Steps from Sunny Cove Beach, Private Pickleball Court

Find spaces that suit your style

  • 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, 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 in Pleasure Point?
In Pleasure Point, holiday houses are the most popular type of rental, with around 17 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also offer outdoor spaces, such as patios or decks, great for enjoying the coastal climate and taking in views of the nearby ocean. Additionally, there are several cottages and apartments scattered around, providing a more intimate setting for couples or smaller groups.
Are there any beach house rentals in Pleasure Point?
In Pleasure Point, California, there are approximately 41 beach house rentals available, located in picturesque neighbourhoods close to the coastline. These rentals typically feature amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios that offer stunning views of the ocean. Many properties also provide easy access to local surf spots and scenic walking trails, making them ideal for both relaxation and outdoor activities.
How much does it cost to rent a holiday home in Pleasure Point?
Prices for holiday rentals in Pleasure Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pleasure Point to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pleasure Point holiday house rentals?
You can find great discounts on house rentals in Pleasure Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Pleasure Point holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pleasure Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Pleasure Point?
A long-stay holiday rental in Pleasure Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Pleasure Point for a holiday rental?
The best time to visit Pleasure Point for a holiday rental is during the vibrant summer months of June to August, with July being particularly popular among travellers. This peak season attracts beachgoers and surfers alike, drawn by the warm weather and the inviting waves of the Pacific Ocean. With temperatures often reaching the low 20s Celsius, it's the great time to enjoy outdoor activities, from sunbathing on the sandy shores to exploring the stunning coastal trails.

In July, the atmosphere is lively, with many visitors partaking in local events and activities. Whether you're surfing, paddleboarding, or simply soaking up the sun, you'll find a variety of experiences to suit your adventurous spirit. The close proximity of Pleasure Point to Santa Cruz also means you can easily access a range of dining options and entertainment, enhancing your overall holiday experience.

For those seeking a more budget-friendly option, November is a fantastic month to consider. The crowds have thinned, allowing for a more tranquil experience while still enjoying the beautiful coastal scenery. You can take leisurely strolls along the beach or explore the charming local shops without the hustle and bustle of peak season.
Are there any remote work holiday rentals in Pleasure Point?
In Pleasure Point, California, there are numerous remote work holiday rentals available, with around 18 options to choose from. This coastal community is known for its stunning beaches and surf culture, making it an appealing location for those looking to blend work and leisure. Many of the rentals come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desks, and comfortable office chairs. Some properties even feature additional items like computer monitors to enhance the work-from-home experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Pleasure Point holiday rental?
Book your Pleasure Point holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pleasure Point home rental booking on Vrbo?
To find Pleasure Point holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pleasure Point holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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