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, 257 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 spacious deck is showcased with comfortable seating arrangements, complemented by a dining table. Lush greenery in planters is visible, along with panoramic ocean views under a clear blue sky. A cozy rug anchors the seating area, inviting relaxation.

4.96 out of 5 average rating, 121 reviews

Relax + Unwind in Brand New 2BD Modern Bch Retreat

Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

4.99 out of 5 average rating, 276 reviews

A light-filled living area showcases a high ceiling and hardwood flooring. A comfortable couch is paired with two wooden armchairs, accentuated by soft cushions. Natural light enters through multiple windows, highlighting the plant on a small table and decor elements that offer a cozy ambiance.

Home in Capitola

Heart of Capitola Village★Parking★King Bed★Pets Ok

Recently renovated with new hardwood floors & appliances. Spend your next beach getaway at this peaceful Capitola Village Cottage. This 2-bedroom, double story beach house is a 3 minute walk to the beach, many restaurants & shopping. Quiet and comfortable, it sleeps up to 6 guests. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 small dog (40lbs +/- ) *Parking for one car in the attached garage *Shared patio with Gas BBQ *Roku TV with Netflix, Disney+ YouTube

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, 234 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

An open-plan living area features a comfortable couch with floral accents, adjacent to a wood stove. Large windows and a skylight enhance natural light, while a flat-screen TV is positioned nearby. The space is finished with warm carpeting and neutral-toned walls.

4.95 out of 5 average rating, 501 reviews

The Fox's Den A Relaxing 1 Bedroom Redwood Retreat

Relax in your own forest retreat in the beautiful redwoods of Nisene Marks State Park, yet amazingly only 2. 3 miles from Rio Del Mar beach. Permit #181122. You’ll love the cozy fireplace, the views, and it's proximity to Aptos Village. The location is ideal if you want to begin your day with a bike ride or a hike through the forest. Or you may want to take the short drive or cycle to the beach, soak up some sun, catch some surf and listen to the waves splash against the sand until the sunset.

4.88 out of 5 average rating, 102 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.

4.98 out of 5 average rating, 168 reviews

The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.

Home in Watsonville

Copper Nest beach retreat with stunning views

The Copper Nest is an ideal getaway located steps from the beach in the gated community of Pajaro Dunes where the Pajaro River meets the Pacific Ocean. This newly designed three bedroom home is customized to create a serene beach retreat for you and your guests. This newly designed three bedroom home has a well equipped kitchen and outdoor seating, game, and BBQ areas. There are stunning ocean and agricultural views from every room. Close to California's popular food and travel regions.

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, 233 reviews

Fall Specials - 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!

4.79 out of 5 average rating, 140 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!

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, 247 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 spacious deck is visible, adorned with modern outdoor furniture and surrounded by lush greenery, creating an inviting outdoor space. Large sliding glass doors lead into a bright interior with a cozy seating area and a fireplace, blending the indoor and outdoor environments.

4.99 out of 5 average rating, 245 reviews

Modern Beach Retreat-Free EV Charging

This open and airy modern home is a 5 minute walk to Rio del Mar beach. Enjoy the clean design, large deck and indoor outdoor living. Numerous outdoor activities at your doorstep including golf, world class surf breaks, and renowned biking and hiking trails in the forest of Nisene Marks. Equipped with high speed internet, a projector and Sonos sound system. Our place comfortably hosts five and is good for couples, business travelers, solo, and families.

An aerial view captures the shoreline where waves meet the sandy beach. The coastline curves gently while a road runs parallel, with houses visible along the street. The vibrant colors of the ocean and sand contrast against the greenery nearby.

4.88 out of 5 average rating, 494 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

Popular amenities for Pleasure Point house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Spacious living area features large glass doors that provide stunning views of the ocean and natural light. A cozy sectional sofa with blue and white accents is complemented by a wooden coffee table. The open kitchen is visible, showcasing light cabinetry and modern appliances.

5 out of 5 average rating, 27 reviews

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

4.88 out of 5 average rating, 381 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

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.

4.84 out of 5 average rating, 44 reviews

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, 144 reviews

Santa Cruz Beach House with Pool & Spa

4.64 out of 5 average rating, 22 reviews

Panoramic Ocean Views!

4.92 out of 5 average rating, 177 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!

4.98 out of 5 average rating, 107 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, 206 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

4.84 out of 5 average rating, 295 reviews

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

4.9 out of 5 average rating, 546 reviews

A wooden gate with a decorative archway leads into the front yard, adorned with flowering cherry trees and lush greenery. The fence provides privacy, creating a welcoming entrance to the property.

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

A charming cottage exterior is presented, featuring a manicured lawn surrounded by blooming flowers. A welcoming pathway leads to the front door, while two blue Adirondack chairs are placed on the porch, inviting relaxation in a peaceful outdoor setting.

4.77 out of 5 average rating, 142 reviews

Cozy Capitola, Santa Cruz Home-Beach, Pleasure Pt.

A sunlit living area features a high wooden ceiling and vibrant yellow walls. A comfortable seating area includes a white sofa with colorful pillows. Large windows provide views of the outdoors, while a sturdy wooden dining table and chairs complement the rustic decor.

4.96 out of 5 average rating, 185 reviews

Escape to "Ensenada Del Sol" Beach House

5 out of 5 average rating, 259 reviews

The living room features a spacious sectional couch adorned with decorative pillows. A wooden coffee table centers the room, complemented by a large flat-screen TV mounted on a wooden console. Natural light streams in through multiple windows, enhancing the inviting atmosphere.

Home in Upper Seabright

8 Palms

4.99 out of 5 average rating, 242 reviews

Charming Beachfront Cottage

5 out of 5 average rating, 166 reviews

Home in Felton

Peaceful Redwood Retreat in the heart of town

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

Private house rentals

The living room features large windows that showcase a vibrant sunset over the ocean. Comfortable seating is provided by a mix of sofas and chairs, and a wooden coffee table occupies the center. The high ceiling adds to the spacious feel of the room.

4.85 out of 5 average rating, 185 reviews

Panoramic Ocean Views - in Private Sanctuary

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.

4.86 out of 5 average rating, 14 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.

4.81 out of 5 average rating, 68 reviews

Villa Vista upper-An unbelievable oceanfront home

The rooftop deck features comfortable seating arrangements, including a sectional sofa and two armchairs surrounding a central coffee table. A clear view of the sky and surrounding neighborhood can be appreciated, with greenery in the backdrop adding a touch of nature.

5 out of 5 average rating, 16 reviews

Jon & Emily's Beach Getaway

An aerial view showcases the two-story home with expansive windows and a large deck. The surrounding neighborhood includes various buildings, with the serene ocean and sunset creating a beautiful backdrop, reflecting soft hues over the rooftops.

4.97 out of 5 average rating, 31 reviews

Winter at the Beach- 25th Beach Retreat w/ hot tub

The living room features a comfortable gray sectional sofa with decorative pillows, facing a modern fireplace. A basket sits atop a round coffee table, complemented by houseplants in the corners. Large windows allow natural light to illuminate the space while light curtains provide privacy.

4.93 out of 5 average rating, 177 reviews

Spacious 3-Story Home Close To SC Beach Boardwalk

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.

4.95 out of 5 average rating, 42 reviews

Cottage Steps to 26th Ave. Beach w/Hot Tub

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.