Discover Your Ideal Pleasure Point Santa Cruz Vacation Rental for a Relaxing Coastal Getaway
Discover Your Perfect Pleasure Point Vacation Homes
Best Vacation Homes in Pleasure Point
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Why Choose Rent By Owner for your Pleasure Point Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Pleasure Point Vacation Rentals
Where are the best neighborhoods to stay in Pleasure Point?
When exploring where to stay in Pleasure Point, Santa Cruz, California, you’ll find a charming neighborhood that offers both tranquility and easy access to the area's renowned surf spots. This coastal community is perfect for travelers seeking a relaxed atmosphere combined with scenic ocean views. With its friendly vibe and laid-back lifestyle, Pleasure Point provides an ideal setting for discovering Santa Cruz's natural beauty while enjoying comfortable vacation rentals. Whether you're looking for a cozy retreat or a spacious property, this neighborhood ensures a memorable stay in the heart of Santa Cruz’s vibrant coastal region.
Westside Santa Cruz
This part of the region offers convenient access to local beaches and vibrant community scenes, making it an ideal base for exploring the area's natural beauty and lively atmosphere.
View 256+ Rentals in Westside Santa CruzDowntown Santa Cruz
Centered around a bustling core filled with shops, restaurants, and entertainment options, this area provides an energetic vibe perfect for experiencing the local culture and nightlife.
View 553+ Rentals in Downtown Santa CruzEastside Santa Cruz
Known for its eclectic charm and scenic views, the east side offers a relaxed environment with easy access to scenic parks and picturesque coastal spots.
View 227+ Rentals in Eastside Santa CruzSeabright
This neighborhood boasts a friendly community atmosphere along with proximity to popular beaches, making it a great choice for laid-back beachside living.
View 45+ Rentals in SeabrightOpal Cliffs
Offering stunning ocean views and excellent surf, Opal Cliffs is perfect for those seeking a coastal retreat that combines natural beauty with outdoor adventure.
View 64+ Rentals in Opal CliffsUpper Seabright
Nestled above Seabright, this area features scenic hillside locations and quick access to the shoreline, ideal for a peaceful yet convenient stay.
View 45+ Rentals in Upper SeabrightBeach Hill - Beach Flats
Characterized by its vibrant community and close proximity to the beach, this neighborhood is suited for travelers wanting to immerse themselves in seaside living.
View 38+ Rentals in Beach Hill - Beach FlatsBanonena Belt
This quiet, residential corridor offers a tranquil setting while still providing easy access to the region’s popular coastal attractions.
View 617+ Rentals in Banonena BeltBest 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 (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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Pleasure Point
How to Book Your Pleasure Point Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Pleasure Point
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around Pleasure Point
What attractions are nearby?
Enjoy a variety of outdoor activities and scenic views just steps from your vacation rental, making it easy to explore the surf, beaches, and coastal trails that define this vibrant region.

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.
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.
Other Places to Stay in Pleasure Point, CA
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?
1. What are the top vacation rentals in Pleasure Point?
There are a lot of options in Pleasure Point. If you plan on staying in the Pleasure Point area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasure Point:
- Beach Lovers Retreat
- Family Beach Retreat HOT TUB. BIKES. SURF BOARDS, BBQ, BEACH ACCESS
- SUN,SURF & RELAXATION@n26thAVE BEACH HOUSE/HOT TUB/PRIVATE YARDS GREAT LOCATIONn
- Casa La Sirena, Charming Mexican Style Beach Cottage on Opal Cliff
- 5 Minute Shortcut to the Beach with This Resort-like Pleasure Point House
- Vaquita House on Beautiful Opal Cliff Drive with Access to Privates Beach
- Relaxing Oceanfront Home near Beaches, Shopping, Dining, and Nightlife
- Panoramic Ocean View in a Beachfront Luxury Home
- Coastal Paradise Awaits: Dog-Friendly Beachbreak Bungalow in Santa Cruz
- Opal Cliff Beach House
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?
4. How do I confirm availability and secure my booking in this area?
5. Are there any house rules or restrictions I should be aware of when staying here?
6. What amenities are typically included with vacation rentals in this region?
7. Is there a minimum stay requirement for booking vacation rentals in this destination?
Best Vacation Homes in Pleasure Point
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