House vacation rentals in Pleasure Point

Find and book unique houses on Airbnb

Top-rated house rentals in Pleasure Point

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Santa Cruz

4.98 out of 5 average rating, 249 reviews

Luxury Beach House - Game Room & Hot Tub

Rebuilt from the ground up in 2018. European oak hardwood floors and custom finishes throughout. During the day, enjoy walking to the beaches, surfing, and shops only minutes away. After a day of fun in the sun, BBQ with friends and family. Then, gather around the fire pit, hang out in the game room shooting pool and then take a soak in the hot tub. Bikes, boogie boards, surfboards, beach chairs included for guests use. No visitors or outside guests at any time. Only 8 registered guests max.

Superhost

Home in Santa Cruz

4.92 out of 5 average rating, 346 reviews

Relaxed Luxury by the Beach

Escape to a stunning modern retreat in the heart of Santa Cruz, where contemporary design meets relaxed coastal living. This beautifully designed eco-home offers a peaceful and private getaway. Just a short walk to beach access and surf spots, this home provides the perfect balance of seclusion and convenience. Whether you're here to relax, reconnect, or adventure, you’ll have everything you need—ocean views, a serene backyard, and easy access to Santa Cruz’s best restaurants, cafés, and shops.

Top guest favourite

Home in Santa Cruz

4.99 out of 5 average rating, 217 reviews

Adorable Capitola/Pleasure Pt Beach House

Awesome location, just steps to Pleasure Point, the famous "Hook" surf spot, Privates Beach & the vibrant 41st Ave eateries & breweries, surf shops & eclectic shopping district or a short 15 min walk to Capitola Village. Stroll/ cruise (4 bikes provided) along the cliff, grab a beach chair & towel & hit the beach or just relax in the backyard oasis. Nearby is golf, wineries, Big Trees State Park, Santa Cruz Beach Boardwalk. Home is not child proofed so use caution booking for kiddos under 2

Guest favourite

Home in Santa Cruz

4.96 out of 5 average rating, 270 reviews

Bel Air Santa Cruz Steps to Beach

Experience coastal living in this peaceful elegant beach home Spacious fully renovated home is clean fresh and modern while keeping its cozy beach life charm Open beam ceilings, ample windows, and sliding doors connect the open kitchen living room to private backyard patio creating a light and free flowing space Warm and tranquil this fully furnished three bedroom home is the ideal place to enjoy beach life Come to the sea Take a few moments to slow down and see the world with a little wonder

Guest favourite

Home in Santa Cruz

4.96 out of 5 average rating, 222 reviews

Best Beach House Santa Cruz-Opal Cliff Beach House

Opal Cliff Beach House is a 3 bedroom, 3 bath, home on Opal Cliff Drive. Located in a quiet neighborhood, but close to all the fun things! Views of the ocean across the street. Privates Beach a few doors down and the Hook Surf Spot and Pleasure Point at the corner - several sets of stairs. Lovely 15-minute walk to Capitola. One of the oldest and favorite vacation rentals in Santa Cruz - over 22 years! Many repeat guests. Super well supplied. Luxury, comfy accommodations. Perfect spot!

Top guest favourite

Home in Santa Cruz

5 out of 5 average rating, 182 reviews

Serene luxury beach bungalow in Pleasure Point

Just steps away from the breathtaking Santa Cruz coast lies Bungalow318. This 1940's bungalow has been meticulously renovated and is ready for your relaxing retreat, romantic getaway, surfing adventure or family vacation. Relax in the open concept family room, enjoy a day at the beach or surfing world-class surf breaks, lounge in the hot tub and spend a cozy evening on the patio lounge in front of a warm fire. The ways to enjoy this special property are endless!

Guest favourite

Home in Santa Cruz

4.95 out of 5 average rating, 235 reviews

Quiet Beach Cottage in the heart of Capitola

Nestled into the heart of Capitola, this beach cottage is walking distance to the best of Capitola (Rental Permit #211102). Newly remodeled stunning two bedroom home, two bath, with a Pottery Barn pull out couch, this home is built for comfort and relaxation. Walking distance to Capitola Village(1 mile) and pleasure point (.5). Just blocks to the beach, local breweries, restaurants, shopping and iconic surfing. This home was designed for a peaceful getaway!

Guest favourite

Home in Santa Cruz

4.97 out of 5 average rating, 139 reviews

Beach Suite

Welcome to your cozy private space, 1.5 blocks from a great local beach! The space is in a great centrally located neighborhood between downtown Santa Cruz and Capitola Village. Fully private suite with King size bed, living space and bathroom . A great location, charming, classic and cozy space. Many local beaches within walking distance. Soft top longboards, boogie boards, beach chairs, beach accessories available for use. No Animal Allowed!

Guest favourite

Home in Santa Cruz

4.89 out of 5 average rating, 477 reviews

180°OceanView+HotTub+EBikes+Surfboards+SUPS+Kayak

Incredible beach home with sweeping views of the ocean. Watch the waves crash from your bed. Directly in front of Pleasure Point, a world class surf spot. 180° upstairs decks to lounge & enjoy the ocean and views of the ocean from every room in the home. Hot tub, cedar sauna, 4 electric bikes, surfboards, stand-up paddle boards, sea kayak, ping pong table, basketball arcade game, and dart board. permit#191362

Guest favourite

Home in Santa Cruz

4.97 out of 5 average rating, 741 reviews

26th Ave Beach Home. 1 block to beach.

Newer custom built 2 BR/1BA 1,000 square foot home in 26th Ave beach/Pleasure Point area. 2 miles from Capitola Village, downtown Santa Cruz and the Boardwalk. Home is located 1 block away from 26th Ave. beach on a quiet dead end street with very little traffic. Located within walking distance to the best surf spots in Santa Cruz, including Pleasure Point, The Hook and 26th ave. Washer and dryer available.

Superhost

Home in Santa Cruz

4.87 out of 5 average rating, 146 reviews

Pleasure Point Getaway with hot tub, dog friendly!

This private house (Permit 221097) on a corner lot that is located right near Pleasure Point and offers restaurants, shopping, and the ocean just steps away! This is one of the original houses in the area with some great modern upgrades that make it feel like home. And best of all your dog can join you on the trip! Enjoy the hot tub, outdoor patios, and large lawn with your friends and family.

Top guest favourite

Home in Santa Cruz

4.98 out of 5 average rating, 138 reviews

Midtown to All Things Santa Cruz

Upgraded craftsman home in sunny Midtown comfortably sleeps two. Enjoy a chef-appointed kitchen, luxe furnishings and amenities, and a landscaped porch. Convenient access to beaches, trails, downtown, restaurants, UCSC, and everything Santa Cruz has to offer. Currently not safely set up for guests 12 years and under. City Occupancy tax 14%. Permit 18-0191.