House vacation rentals in Pleasure Point

An inviting outdoor area features a fire pit surrounded by several chairs, with lush gardens and diverse plants framing the scene. The house showcases large windows and a patio, illuminated softly by evening light.

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

A modern eco-home showcases a combination of sleek concrete and warm wood materials. Features include a bright yellow front door, large windows, and a balcony surrounded by greenery. The structure is set on a landscaped yard with a stone pathway leading to the entrance.

4.92 out of 5 average rating, 347 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.

A charming house with a vibrant green exterior features large windows providing ample natural light. A welcoming front porch is complemented by a white bench, while a lush garden filled with various plants and colorful flowers surrounds the home.

4.99 out of 5 average rating, 218 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

A light-filled living room features a spacious grey sectional sofa and two dark grey armchairs. A coffee table is centered on a natural fiber rug, while large windows invite ample natural light and frame views of a lush garden outside.

4.96 out of 5 average rating, 271 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

A bright sunroom features large glass panels that provide panoramic views of the ocean and neighborhood. Intricately designed furniture, including a round glass dining table and textured seating, creates a unique space for relaxation and enjoyment of the coastal scenery.

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!

The open-concept kitchen and living area feature a clean design with white cabinetry and a blue-tiled backsplash. A large window allows natural light to fill the space, illuminating the gray sofa and wooden coffee table. Four white bar stools are positioned at the kitchen island.

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!

A bright entryway features a wooden front door with glass panels. To the left, a plush gray sofa is accompanied by a small side table. A dining space is visible through an archway, highlighted by two pendant lights above a wooden table. Green plants add a touch of nature.

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!

A bright, airy sleeping area with a spacious bed centered beneath a sloped ceiling. Multiple windows allow natural light to fill the room. A wooden desk and chair are positioned against one wall, complemented by a small wicker chair nearby and an accent cabinet.

4.97 out of 5 average rating, 141 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!

An open-concept living area features high vaulted ceilings and large windows allowing natural light to fill the space. A cozy seating arrangement is highlighted by white sofas and a coffee table, while a dining table is set against the backdrop of a lush outdoor view.

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

A bright living room features a white brick fireplace surrounded by light-colored walls. Two rattan chairs with soft cushions face a low glass table. A flat-screen TV is mounted on the wall, and natural light filters through the nearby windows.

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.

A serene bedroom features a spacious bed covered with a light blanket. Soft light from two bedside lamps illuminates the room, complemented by a window dressed with sheer curtains. A decorative shelf adorns one wall, while light green paint enhances the calming atmosphere.

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.

A welcoming entrance to a beach house features two bicycles, one orange and one white, parked on a stone path. Palm trees and a front porch with two chairs provide a relaxed setting, complemented by a blue front door and an inviting landscape.