Pleasure Point holiday rentals

We found 227 holiday rentals — enter your dates for availability
Discover a selection of 63 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:29 Jan - 5 Feb

Image gallery for Family gathering home just steps from the beach

Front Door Exterior
10 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)

Family gathering home just steps from the beach

Santa Cruz

9% off
Price is AU$8,682
for 7 nights, 1 home
AU$1,240 per night
includes taxes & fees
Family gathering home just steps from the beach

Find spaces that suit your style

Find the best place to stay - Pleasure Point

Image of Windows on the Waves
Premier Host

Windows on the Waves

Sleeps 6 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(23 reviews)
More information about Windows on the Waves, opens in a new tab

Top rated rentals - Pleasure Point

Nice walk at low tide to hidden beach and tidepools.
Premier Host
Great stay near the beach
10.0 out of 10, Exceptional, 302 reviews
"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.
Drew W.
Stayed July 2022
Dazzling Family Beach Retreat: HOT TUB, BIKES, SURF BOARDS, BBQ, BEACH ACCESS

  • 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

Find out more about Pleasure Point

Why visit Pleasure Point

  • Surfing Paradise: Pleasure Point is renowned for its excellent surfing conditions, attracting enthusiasts from all over.
  • Scenic Coastal Walks: Enjoy picturesque strolls along the beaches, taking in breathtaking ocean views.
  • Relaxation at Parks: Unwind at Pleasure Point Park and Pleasure Point County Park, perfect for picnics and leisurely walks.
  • Vibrant Community: Experience the friendly atmosphere and local culture that make Pleasure Point unique.
  • Outdoor Activities: Engage in various water sports and outdoor adventures, ideal for nature lovers.

Popular types of accommodation around Pleasure Point

Nestled in Santa Cruz, California, Pleasure Point is a charming neighbourhood renowned for its stunning coastal views and vibrant surf culture. Visitors can enjoy scenic strolls along picturesque beaches, indulge in water sports, or explore local parks. With a variety of holiday rentals available, including private holiday homes, condos, and cottages, Pleasure Point offers the perfect base for an unforgettable seaside getaway.

  • Private Holiday Homes: These spacious residences are the top choice for visitors, offering a home-like atmosphere and ample privacy for families or groups.
  • Condos: Ideal for those seeking modern amenities, condos provide a blend of comfort and convenience in prime locations.
  • Cottages: Perfect for a quaint getaway, cottages exude charm and warmth, making them a lovely option for couples or small families.
  • Apartments: A practical choice for solo travellers or couples, apartments offer the essentials for a comfortable stay.
  • Villas: For a touch of luxury, villas combine elegance with spacious living, perfect for a relaxing holiday experience.**

Top attractions near Pleasure Point

Pleasure Point in Santa Cruz, California, is a picturesque coastal neighbourhood perfect for outdoor enthusiasts and beach lovers. Visitors can indulge in activities such as surfing at Pleasure Point Beach, exploring the stunning coastal scenery, or enjoying leisurely walks along the bay. This charming area offers a unique blend of culture and natural beauty, making it an ideal destination for those seeking relaxation and adventure by the sea.

  • Santa Cruz Beach Boardwalk: A vibrant seaside amusement park featuring thrilling rides, games, and classic boardwalk treats, perfect for families and adventure seekers alike.
  • Monterey Bay: Renowned for its stunning scenery, this picturesque bay offers opportunities for outdoor activities like kayaking and whale watching, immersing visitors in California's natural beauty.
  • Capitola Beach: A charming beach with a relaxed atmosphere, ideal for sunbathing, swimming, and enjoying coastal views, just a short stroll from Pleasure Point.

Things to do recommended for couples

Discover Pleasure Point's charm by exploring coastal trails and quaint cafés, perfect for a romantic escapade. Enjoy local culinary delights and seaside strolls for an intimate and memorable journey in Santa Cruz.

Things to do recommended for families

Families will enjoy the local charm of Pleasure Point with its scenic coastal walks, sandy beaches, and beachfront playgrounds perfect for picnics and seaside adventures.

Things to do recommended for groups

Visit the Pleasure Point Surfing Spot for an authentic coastal adventure, then gather your mates for a local food tour and cultural exploration in Santa Cruz.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Pleasure Point

Whether you're travelling with a group, as a family, with your pets, or seeking longer stays, be sure to filter by the appropriate priorities. Here are some Stayz booking tips for you.

  • Traveling to Pleasure Point with a group: Consider how many bedrooms you require, along with amenities like a fully equipped kitchen or an outdoor area suitable for group gatherings. Fortunately, you can filter for all these features—and many more—on Stayz.
  • Traveling to Pleasure Point with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like private swimming pools. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pleasure Point: For many, a family holiday wouldn’t be complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Pleasure Point: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Pleasure Point

Pleasure Point in Santa Cruz, California, is a charming neighbourhood perfect for outdoor enthusiasts and beach lovers alike. Visitors can enjoy the scenic vistas at Pleasure Point Park and relax at the nearby Pleasure Point County Park, which offers idyllic spots for picnics and leisurely strolls. With its family-friendly atmosphere and welcoming community, Pleasure Point promises a delightful experience filled with excursions, relaxation, and the beauty of the Californian coastline.

  • Santa Cruz: Santa Cruz is a vibrant city situated on the northern edge of Monterey Bay, making it a popular destination for outdoor enthusiasts and families alike. Visitors flock to its iconic beach and the famous Santa Cruz Boardwalk, which boasts thrilling amusement rides and games. The city offers a delightful blend of recreational areas, stunning coastal views, and a lively atmosphere. Explore local landmarks such as the picturesque beaches and the scenic bay, where you can enjoy activities ranging from sunbathing to surfing. The enchanting redwood forests nearby provide ample opportunities for hiking and exploration, making Santa Cruz a perfect spot for both relaxation and adventure.
  • Capitola: Located a mere 1km from Pleasure Point, Capitola is a charming seaside village renowned for its colourful beachfront cottages and welcoming vibe. This delightful city presents a variety of outdoor and family-friendly activities, including access to pristine beaches and a delightful boardwalk. The Capitola Beach is ideal for a leisurely day in the sun, while the nearby bay offers opportunities for kayaking and paddleboarding. Visitors can also enjoy local dining options with stunning ocean views, making it a fantastic place to unwind and soak in the coastal atmosphere.
  • Aptos: Just 6km away from Pleasure Point, Aptos is known for its breathtaking scenery and outdoor experiences. Nestled along the coast, this picturesque city features beautiful beaches perfect for sunbathing, swimming, and surfing. The nearby national state park offers lush trails for hiking, allowing visitors to immerse themselves in nature. Aptos is also home to charming shops and local eateries, making it an excellent destination for those seeking a blend of adventure and relaxation in a stunning coastal setting.

Best time to go to Pleasure Point

If you're planning a trip to Pleasure Point, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January52.5°F (11.4°C)Light RainMostly SunnyModerately LowSlightly Low
February52.3°F (11.3°C)Light RainMostly SunnyModerately LowSlightly Low
March52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly Low
April54.7°F (12.6°C)No Rain (Dry)Mostly SunnyAverageAverage
May56.7°F (13.7°C)No Rain (Dry)Mostly SunnyAverageAverage
June60.1°F (15.6°C)No Rain (Dry)SunnyModerately HighSlightly High
July62.1°F (16.7°C)No Rain (Dry)SunnyModerately HighSlightly High
August63.3°F (17.4°C)No Rain (Dry)SunnyModerately HighSlightly High
September63.9°F (17.7°C)No Rain (Dry)SunnyAverageAverage
October61.5°F (16.4°C)No Rain (Dry)SunnyAverageAverage
November56.3°F (13.5°C)Light RainSunnyAverageAverage
December52.2°F (11.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Stayz is a breeze

Are you hoping to make your next trip more affordable? Being flexible with your travel dates can lead to substantial savings, as prices often fluctuate. Additionally, booking a longer stay can yield considerable discounts. To discover a Stayz property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new holidays, pick up right where you left off, or manage your travel arrangements. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

When is the best time to visit Pleasure Point for a holiday rental?

The peak travel season in Pleasure Point occurs during the summer months, particularly from June to August, with July being the most popular time for visitors. This vibrant period attracts beachgoers and surfers who flock to the stunning coastline to enjoy the warm weather, with temperatures often reaching the mid to high 20s Celsius. With the beautiful Pacific Ocean as your backdrop, outdoor activities abound, from sunbathing on the sandy shores to catching waves at renowned surf spots.


If you prefer a quieter experience, consider visiting in November. This month offers a unique charm as the summer crowds dissipate, allowing for leisurely walks along the beach and the chance to appreciate the natural beauty of the area without the hustle and bustle. The cooler temperatures, typically around 15 to 20 degrees Celsius, are still comfortable for outdoor exploration, making it a great time for scenic hikes or simply unwinding by the sea.


Ultimately, the best time to book a holiday rental in Pleasure Point hinges on your personal preferences.

What are the top attractions in Pleasure Point, California, United States of America?

Pleasure Point is a charming coastal neighbourhood renowned for its stunning ocean views and laid-back vibe, making it a popular destination for beach lovers and surfers alike. One of the top attractions in the area is the iconic Pleasure Point Beach, known for its consistent surf breaks and beautiful sandy shores, superb for sunbathing and water activities.


Nearby, the scenic East Cliff Drive offers breathtaking views of the coastline and is ideal for leisurely walks or cycling. Visitors can also explore the nearby Santa Cruz area, with attractions such as the Santa Cruz Beach Boardwalk, which features classic amusement rides and games, providing a fun outing for families.


Nature enthusiasts might enjoy the nearby Natural Bridges State Beach, famous for its natural rock formations and the chance to spot migrating Monarch butterflies in the fall.

Are all fees included in the Pleasure Point holiday homes prices shown on Stayz?

Stayz 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.

Are there any Pleasure Point holiday homes with parking?

Stayz offers a wide selection of holiday homes 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 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.

Are there any discounts for Pleasure Point holiday homes?

You can find great discounts on holiday homes in Pleasure Point on Stayz, 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.

Can I change or cancel my Pleasure Point holiday home booking on Stayz?

To find Pleasure Point holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

Can I find long-stay holiday homes in Pleasure Point?

A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Stayz?

Stayz'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 favourites, and build the perfect itinerary together.

How early should I book a Pleasure Point holiday home?

Book your Pleasure Point holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Pleasure Point?

Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Pleasure Point to more spacious homes.

What can I expect from Stayz customer service and StayzCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.

What is StayzCare™ and how does it work?

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.

Why should I join Stayz as a host?

Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More Holiday Ideas