Pleasure Point Vacation Rentals

Find the Perfect Pleasure Point Vacation Rental

You deserve to feel at home when you visit Pleasure Point. Fortunately, Surf City rentals offers beautiful, welcoming beach-front vacation rentals for all your needs. 

Whether you’re in the area for a business trip or bringing the whole family to see the beach, we provide tech-ready, pet- and family-friendly vacation rentals for your convenience. Browse our extensive selection of homes, cottages, and condos to find the Pleasure Point Vacation Rentals you need. 

Need help planning your trip or creating the perfect itinerary? Our VIP Coastal Concierge Program is here to help. Our skilled team will handle every aspect of your trip – from facilitating everyday errands to building an exciting Pleasure Point itinerary from start to finish. 

Ready to start your Pleasure Point experience? Browse our beachside homes below to book yours now. 

Pleasure Point cottage located just blocks from the premiere surf beach!

  • 4
  • 2.5
  • 8
  • Pleasure Point

Sunny Cove Cottage... just a few blocks from 3 premiere Santa Cruz beaches!

  • 3
  • 1
  • 6
  • Pleasure Point

Private oasis blocks away from restaurants, shopping, and world class surfing!

  • 3
  • 2
  • 6
  • Pleasure Point

Charming and bright modern family home in the heart of Pleasure Point

  • 3
  • 2
  • 6
  • Pleasure Point

Palisades Bungalow~ walk to Pleasure Point beaches!

  • 2
  • 1.5
  • 5
  • Pleasure Point

Palisades Surf Shack~ This adorable cottage is just one block from the surf at Pleasure Point. 

  • 2
  • 1
  • 4
  • Pleasure Point

Sweeping Ocean Views... Steps from Sandy Beaches

  • 4
  • 3
  • 12
  • Pleasure Point
  • 3
  • 2
  • 8
  • Pleasure Point

This one bedroom unit is located just blocks from Pleasure Point! The attached cottage will be professionally cleaned and sanitized before you arrive!

  • 1
  • 1
  • 2
  • Pleasure Point

Cozy beach bungalow in the desirable Pleasure Point neighborhood.

  • 2
  • 1
  • 4
  • Pleasure Point

One bedroom Beach Cottage located blocks from the beach at Pleasure Point, Santa Cruz!

  • 1
  • 1
  • 2
  • Pleasure Point

Oceanfront property offers 180 degree views!

  • 4
  • 3
  • 7
  • Pleasure Point

Spectacular, beachfront paradise with ocean views from the hot tub.

  • 3
  • 2
  • 7
  • Pleasure Point

Two bedroom cottage just blocks from the beach in Pleasure Point, Santa Cruz!

  • 2
  • 1
  • 4
  • Pleasure Point