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, 260 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.

A serene backyard is illuminated by string lights, creating a peaceful atmosphere. Pathways made of stones meander through well-maintained greenery, including low-growing plants and clustered shrubs. A seating area is visible in the background, providing an inviting space for relaxation under the evening sky.

4.98 out of 5 average rating, 241 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

4.89 out of 5 average rating, 113 reviews

The exterior of the two-story home showcases a modern design with a combination of wood and gray siding. A large window allows natural light to enter, while a tree provides shaded greenery in the front. A walkway leads to the entrance, and parking spaces are visible.

Home in Capitola

Capitola Village Wind + Sea Home

Our beautifully renovated 2 bedroom (Both upstairs) and 2 full bathrooms (One on the ground floor and one on the upper floor) along with a ground floor plush queen sleeper sofa and ground floor great room with dining for 7 plus a bar table separating the kitchen from the living room is in the perfect location. Walk to the beach, shops, restaurants, or a nice walk along the river. We are right in the Capitola Village. We hope you enjoy your stay. If you have questions, we respond promptly.

An aerial view of the backyard reveals a spacious layout featuring a hot tub, a covered seating area with lounge chairs, and vibrant blue umbrellas. A play area with a climbing structure and water table is visible, surrounded by lush greenery and landscaped pathways.

4.92 out of 5 average rating, 141 reviews

Oceanview Family Playground

Family-friendly oceanview home at Pleasure Point. This inviting retreat offers a backyard play area, including a water table and climbing structure for the little ones. Enjoy outdoor dining, the BBQ grill, the hot tub, hammocks. Inside, take in two living areas, two en-suite bedrooms, toys, playhouse, and baby amenities. EV charger in garage. Nearby, find great surfing spots, a coastal bike trail, Capitola Village, and Santa Cruz Beach Boardwalk. Create memories at your Pleasure Point home!

4.8 out of 5 average rating, 147 reviews

Surf & Family Fun - Palisades Beach Home

This home is merely a stone's throw from Moran Beach & Pleasure Point! Enjoy the tranquility provided by a cul de sac facing a green zone. This is an entirely updated home with a kitchen designed for gourmet cooking and entertaining. It opens to the family room with a bar for continual interaction. The yard is a botanical pleasure, spacious and private. There is a new, virtually chemical-free hot tub. Enjoy wine tasting; surfing; cycling; walking trails, beaches & tide pools!

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, 203 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.

4.96 out of 5 average rating, 253 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.

4.98 out of 5 average rating, 161 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.

4.98 out of 5 average rating, 809 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.

An aerial view showcases the oceanfront setting of the neighborhood, with a panoramic expanse of blue water meeting the horizon. Nearby, coastal homes are positioned along the shore, highlighting the area's vibrant community and proximity to the beach.

4.82 out of 5 average rating, 112 reviews

Stunning Oceanfront - Sunset Magazine Home

Welcome to this award-winning 3-bedroom home (Permit 171346)! Featured in the prestigious Sunset Magazine, this stunning property offers breathtaking ocean views and the perfect blend of modern amenities and coastal charm, providing a comfortable stay just a 5-minute walk from the beach, with a cul-de-sac next door that’s a local favorite viewpoint and gathering spot.

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.

4.99 out of 5 average rating, 435 reviews

Pleasure Point Beach House!

PET FRIENDLY/NO CLEANING FEES/EV CHARGER Come and enjoy Pleasure Point! The Point offers world class surfing and the best neighborhood in all of Santa Cruz. Wake to the sound of surf and leave your cares at home. The Pleasure Point Beach House is a place to enjoy and relax. TOT # AB00034 License #211.113

A charming entrance is framed by lush greenery, leading to a single-story cottage with rustic wooden siding. Two white rocking chairs are positioned on the porch, inviting relaxation. A curved stone pathway winds through the well-kept lawn towards the front door.

4.86 out of 5 average rating, 170 reviews

Spring Break Special @ The Aloha Beach House!

THE quintessential Santa Cruz beach house in the neighborhood! Great walking location to shops, surf, breakfast spots and farmers markets. We don't mess around when it comes to relaxing and soaking up the sun! Enjoy the feeling of Aloha here & we'll see you back next year! Permit # 231168

Popular amenities for Pleasure Point house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 388 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

4.85 out of 5 average rating, 47 reviews

An aerial view captures the lush landscaping of the resort, featuring three swimming pools surrounded by greenery. The coastline stretches in the background, while ponds with palm trees accentuate the serene environment. Resort buildings are visible, blending harmoniously with the natural surroundings.

Home in Aptos

Seascape Ocean Front Villa

A serene outdoor area features a sparkling pool and spa surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, while a gazebo provides shade. The blue water reflects the sky, enhancing the peacefulness of this private retreat.

4.9 out of 5 average rating, 145 reviews

Santa Cruz Beach House with Pool & Spa

4.92 out of 5 average rating, 180 reviews

Two ocean-facing Adirondack chairs are placed on a wooden deck, providing a serene spot to enjoy the surrounding landscape. In the foreground, a natural trail leads through low vegetation towards the beach, while the distant ocean can be seen under a muted sky.

Home in Monterey

Monterey Bay Oasis on the Ocean!

4.93 out of 5 average rating, 80 reviews

The image captures a modern home illuminated at night, with large glass doors opening to reveal a dining and kitchen area. The reflections of the structure and overhead lighting shimmer in the clear, blue pool water, creating a serene ambiance.

Home in Felton

Redwood Oasis - Private Heated Pool by State Park!

4.97 out of 5 average rating, 38 reviews

A spacious living area features a large, L-shaped sofa, accompanied by side tables and lamps. Large windows provide natural light and views of the greenery outside. A modern fireplace is centered against a white brick wall, with a television positioned nearby.

Home in La Selva Beach

La Selva Seaside Sanctuary

4.98 out of 5 average rating, 110 reviews

The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.

Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland

4.96 out of 5 average rating, 215 reviews

A window seat with ample cushioning overlooks the serene Pacific Ocean. Large windows provide unobstructed views of the beach and dunes, with soft natural light illuminating the space. Neutral tones and cozy pillows contribute to a relaxed atmosphere.

Home in Castroville

Oceanfront Retreat w/Private HotTub

Weekly house rentals

4.85 out of 5 average rating, 308 reviews

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

4.96 out of 5 average rating, 415 reviews

A charming beach cottage features a vibrant blue front door and a welcoming porch. A white parasol shades seating arrangements, while beach-themed decor enhances the welcoming vibe. The light gray exterior complements the wooden steps leading up to the entrance, creating a cozy coastal atmosphere.

Home in Upper Seabright

Santa Cruz Beach Cottage Getaway

4.93 out of 5 average rating, 278 reviews

An outdoor patio features a spacious sectional sofa surrounded by greenery, with decorative pillows adding comfort. A large umbrella provides shade over the dining area, which includes a table and chairs. Additional seating options and a serene atmosphere invite relaxation.

Home in Capitola

CAPITOLA PERFECT LOCATION! Steps 2 Beach/Shops

4.99 out of 5 average rating, 146 reviews

The upstairs great room features large windows that allow natural light to fill the space. A cozy seating area is arranged around a fireplace, with a dining table positioned nearby. A flat-screen TV stands on a shelf, complemented by decorative elements.

Home in Aptos

Short walk to beach - Perfect beach getaway

The charming Victorian exterior is framed by meticulously landscaped greenery and trees. A decorative porch is highlighted by intricate woodwork. The cobblestone driveway leads to the entrance, providing a welcoming first impression of this peaceful retreat.

4.94 out of 5 average rating, 159 reviews

Beach Oasis in Downtown Santa Cruz

4.82 out of 5 average rating, 235 reviews

The exterior of a colorful house is presented, featuring a vibrant turquoise facade with a white garage door. A small window is visible on the upper level. Potted plants are positioned near the entrance, and the surrounding area includes other residential structures with varied colors.

Home in Capitola

Capitola Village retreat steps to sand and action

A serene bedroom is showcased with a spacious bed adorned with a light cover and decorative pillows. A large photo of a pier at sunset decorates the wall above the bed. Two windows and skylights allow natural light to illuminate the room, complemented by bedside lamps.

4.94 out of 5 average rating, 301 reviews

Lower Westside Sanctuary by Natural Bridges Beach

4.95 out of 5 average rating, 380 reviews

An open kitchen and living area are highlighted, featuring a modern counter with three bar stools. Bright wood flooring complements the white cabinetry and stainless steel appliances. A dining table for four is visible in the background, seamlessly connecting the spaces.

Home in Upper Seabright

Sunny Seabright Beach House

Private house rentals

A cozy living area features warm wood paneling and bright blue trim around the windows. A curved sectional sofa is complemented by a colorful cushion. A round coffee table occupies the center, and wall art reflects a beach theme, enhancing the space's relaxed atmosphere.

4.78 out of 5 average rating, 23 reviews

Pleasure Point Beach Cottage

The spacious living room features large glass windows offering unobstructed views of the ocean and sunset. A comfortable seating area with a sectional couch overlooks the coastline, while a bar counter with stools separates the living space from the kitchen area.

4.82 out of 5 average rating, 71 reviews

Villa Vista upper-An unbelievable oceanfront home

Waves crash against a rocky shoreline, creating a dynamic scene at a beach. The coastline is adorned with green vegetation, while a person wades into the clear, foamy water. A blue sky with wispy clouds completes the coastal atmosphere.

4.9 out of 5 average rating, 117 reviews

Steps to Sunny Cove Beach! Spacious, Wifi, FamFun!

A welcoming living area features exposed wooden beams and a cozy wood-burning stove. A blue sofa sits opposite a round dining table, surrounded by a mix of colorful artwork and natural light streaming through the windows, creating a bright and inviting atmosphere.

4.84 out of 5 average rating, 57 reviews

Coastal Oasis | Hot Tub | Surf Gear | Bikes

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, 145 reviews

Midtown to All Things Santa Cruz

4.97 out of 5 average rating, 39 reviews

2 bedroom house 3 blocks to the beach

A bright living area features high, sloped ceilings with exposed wooden beams. Large windows allow natural light to fill the space. A cozy sectional sofa in a teal color is complemented by a black armchair and a circular coffee table. A decorative fireplace adds warmth.

4.88 out of 5 average rating, 43 reviews

Pleasure Point/Santa Cruz House, 1 Block to Beach!