Discover Your Perfect Pleasure Point Vacation Homes

Best Vacation Homes in Pleasure Point

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9.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace

Why Choose Rent By Owner for your Pleasure Point Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pleasure Point

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the area's best weather and local ambiance, making your stay in Pleasure Point a memorable and enjoyable escape.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this coastal area experiences its busiest season, making it an ideal time for beach lovers and outdoor enthusiasts to visit. Expect vibrant local activity and longer daylight hours that are perfect for exploring the region.

Average Temperature Daytime: 70-75°F - Nighttime: 55-60°F
autumn
Fall (September to November)

Early fall offers a pleasant climate with fewer crowds, providing a more relaxed experience while still enjoying the region's natural beauty and outdoor activities during this peak season period.

Average Temperature Daytime: 65-70°F - Nighttime: 50-55°F

Off-Season Highlights

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Winter (December to February)

Winter brings cooler weather and quieter streets, making it an excellent off-peak time for those seeking tranquility and lower rates on vacation rentals in the region.

Average Temperature Daytime: 55-60°F - Nighttime: 45-50°F
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Spring (March to May)

Spring is a peaceful season, offering mild temperatures and blooming scenery, ideal for travelers looking to avoid the crowds while enjoying the area's natural charm and serene environment.

Average Temperature Daytime: 60-65°F - Nighttime: 45-50°F

Weekly Weather Forecast for Pleasure Point

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private patio or outdoor dining area to savor meals while soaking in the coastal air.
  • Access to a lush garden or landscaped yard for relaxing strolls or outdoor lounging.
  • Take advantage of nearby beaches with beach gear and walking access just moments from your door.
  • Utilize outdoor fire pits or barbeque grills to enhance your evenings with seaside gatherings.
  • Benefit from scenic outdoor seating areas that offer spectacular views of the Pacific Ocean.
  • Explore local hiking trails or coastal paths directly accessible from your rental property.
  • Make use of outdoor showers or rinsing stations ideal for rinsing off after beach adventures in this coastal region.
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Family Activities

  • Surfing at Pleasure Point: Experience world-class waves perfect for surfers of all skill levels right on the local beaches.
  • Beach Exploration and Picnicking: Spend quality time with your family by the shoreline, enjoying sandy beaches and scenic spots ideal for relaxing picnics.
  • Kayaking and Stand-Up Paddleboarding: Rent equipment to explore the calm waters and enjoy an active day on the coast suitable for all ages.
  • Coastal Hiking and Nature Walks: Discover nearby trails that offer stunning ocean views and a chance for kids to connect with nature in this coastal area.
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Adult Activities

  • Surfing at Pleasure Point: Experience world-renowned surf breaks right in the area, perfect for adult surfers seeking challenging waves or tranquil paddling sessions.
  • Coastal Walks and Sunset Viewing: Enjoy scenic strolls along the rugged coastline, where you can unwind and take in breathtaking sunsets over the Pacific Ocean.
  • Cuisine and Local Breweries: Indulge in diverse dining options and explore local breweries that showcase the region’s vibrant culinary scene.
  • Shopping at Boutique Stores: Browse unique shops featuring local crafts and apparel, making for a relaxing day of retail therapy in this beachside community.

Pleasure Point Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your beach days early: Take advantage of the area's renowned surf spots and beaches by arriving early to secure a good spot and enjoy a peaceful morning on the coast.
  • Explore local dining options: Savor the region’s fresh seafood and casual eateries nearby your accommodation to experience authentic flavors unique to this coastal destination.
  • Use nearby trails for outdoor adventures: Discover scenic hiking or biking routes close to your stay to immerse yourself in the natural beauty of the area’s lush landscapes.
  • Make the most of the vibrant community events: Check out seasonal festivals, markets, or live music happening locally to enrich your visit here with memorable experiences.

Transportation Options

  • Pacific Coast Highway (Highway 1): You can enjoy scenic drives along this iconic route that runs through the area, offering breathtaking ocean views and easy access to local attractions.
  • Public Transit (Santa Cruz Metro): The regional transit system provides convenient bus services connecting you to Santa Cruz and other nearby destinations, making travel accessible without a car.
  • Shared Mobility Services: Bike-sharing and scooter rentals are available here for quick and eco-friendly transport around the neighborhood and to nearby beaches.
  • Private Taxis and Rideshare Services: Reliable ride options like Uber and Lyft operate throughout this region, offering flexible transportation directly to your vacation rental or local hotspots.

Local Customs Options

  • Surf Culture: Locals here celebrate a vibrant surfing tradition, and you’ll often see surfers respecting the ocean and each other’s space on the waves.
  • Community Events: Participating in local gatherings and beach clean-ups reflects the area's close-knit and environmentally conscious ethos.
  • Respect for Nature: It's customary to uphold eco-friendly practices, ensuring the pristine beaches and natural surroundings are preserved for all visitors.
  • Casual Coastal Attire: Embracing relaxed, beach-inspired clothing is common among residents and visitors alike, embodying the laid-back vibe of this destination.

Frequently Asked Questions About Pleasure Point?

2. How many Rentbyowner vacation rentals are available in Pleasure Point?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 109 in the Pleasure Point area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pleasure Point. 

3. What is the cancellation policy for vacation rentals in Pleasure Point, Santa Cruz?

Cancellation policies vary depending on the property owner and listing details. To understand the specific terms, please review the individual listing's cancellation policy or contact the host directly before booking.

4. How do I confirm availability and secure my booking in this area?

Availability can be checked through the listing page, and you can reserve your stay by following the booking process outlined there. For any questions about reservation status, reaching out to the property owner is recommended.

5. Are there any house rules or restrictions I should be aware of when staying here?

Each property has its own set of house rules and restrictions, which are detailed in the listing description. Be sure to read these carefully to ensure a smooth stay.

6. What amenities are typically included with vacation rentals in this region?

Most rentals offer amenities such as Wi-Fi, parking, appliances, and outdoor spaces. However, specific features vary, so check the listing details for information on what’s included during your stay.

7. Is there a minimum stay requirement for booking vacation rentals in this destination?

Minimum stay requirements depend on the property owner and the specific listing. You can find this information on the booking page or by contacting the host directly before confirming your reservation.

Best Vacation Homes in Pleasure Point