House holiday rentals in Pleasure Point

A spacious hot tub is featured, with water gently rippling and bubbles visible on the surface. The cover is partially opened, revealing the inviting interior. Surrounding greenery adds a natural touch to the setting, ensuring privacy and relaxation.

4.98 out of 5 average rating, 276 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.

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.

4.93 out of 5 average rating, 166 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!

4.94 out of 5 average rating, 102 reviews

Family Beach Retreat with Hot Tub and Beach Access

Escape to this elegant family beach home steps from a beautiful sandy beach (Permit 261096 - expires 9/15/31). Enjoy the hot tub in the garden or take advantage of the world class surfing. This charming home offers 3 bedroom and 2 bathrooms, with a spacious living room fully illuminated with natural sun light. Take advantage of a fleet of beach cruisers for a ride down the coastline, and numerous surf boards and beach gear. Located on a quiet street includes a deck and patio for sunsets.

4.8 out of 5 average rating, 164 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 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, 268 reviews

Adorable Capitola/Pleasure Pt Beach House

Displayed nightly rates now inc Airbnb’s service fee, previously charged separately to guests. Awesome location, steps to Pleasure Point & famous "Hook" surf spot, Privates Beach & the 41st Ave eateries/breweries, surf & other shops. 1 mi walk to Capitola Village. Stroll/ cruise (4 bikes provided) along the cliff, grab beach chairs/towels & hit the beach or just relax in the backyard oasis. Nearby is golf, wineries, Big Trees/Henry Cowell State Park, Santa Cruz Beach Boardwalk.

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.

5.0 out of 5 average rating, 221 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, 277 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 #261046). 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 features comfortable adirondack chairs arranged around a fire pit, with the ocean and lagoon visible in the background. Eucalyptus trees provide shade and a natural ambiance, enhancing the serene atmosphere of this outdoor space.

4.97 out of 5 average rating, 133 reviews

Beach View Cottage - Hot Tub

Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

Superhost

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, 537 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

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, 852 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.

A hot tub is positioned on a wooden deck, surrounded by lush eucalyptus trees. A potted plant with green leaves sits nearby, with ocean views visible through the wooden fencing. The serene landscape emphasizes the connection to nature.

4.95 out of 5 average rating, 131 reviews

Ocean View Cottage HotTub- Surfboards-Bikes-Kayak

Beautiful private beach home with fantastic views. Beach and lagoon views in a serene setting. Wander down the eucalyptus and cypress grove to the beach or up the the path along the lagoon into Monarch butterfly nesting grounds. Remodeled home with a gorgeous kitchen, two large decks, plenty of front and backyard space. All in the best location imaginable for Santa Cruz!

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, 456 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

Popular amenities for house rentals in Pleasure Point

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 147 reviews

Santa Cruz Beach House with Pool & Spa

4.96 out of 5 average rating, 180 reviews

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.

Home in Aptos

Relax + Unwind in Brand New 2BD Modern Bch Retreat

4.88 out of 5 average rating, 408 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

4.96 out of 5 average rating, 133 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

4.95 out of 5 average rating, 125 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

4.92 out of 5 average rating, 192 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!

4.97 out of 5 average rating, 38 reviews

A modern single-story home is featured with a clean exterior, highlighted by a large garage door and a welcoming entrance. The driveway displays a textured surface, surrounded by subtle landscaping and the natural surroundings of trees in the background.

Home in Soquel

Beautiful 4 BD home, Brand New Pool and Hot Tub

Superhost

Home in Soquel

4.72 out of 5 average rating, 32 reviews

2-Acre Country Creek Retreat | Pool, Spa & Firepit

Weekly house rentals

An open-concept kitchen and dining area features modern appliances, including a stainless steel refrigerator and a gas stove. A light wood dining table is surrounded by four chairs, while two bar stools are positioned at the kitchen island. Natural light comes through window coverings.

4.99 out of 5 average rating, 117 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

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, 296 reviews

Bel Air Santa Cruz Steps to Beach

4.89 out of 5 average rating, 141 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

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, 257 reviews

Best Beach House in Santa Cruz! pet friendly

A bright living area is shown with comfortable seating, a flat-screen TV, and a fireplace. The wooden flooring adds warmth, while large windows allow natural light to flow in. A dining area is visible in the background, surrounded by modern decor.

4.97 out of 5 average rating, 111 reviews

Walk to Beach | Spa, Outdoor Kitchen + TV, Firepit

Superhost

4.93 out of 5 average rating, 210 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

A spacious living area features a large sectional sofa adorned with decorative pillows. A blue throw blanket is casually draped over the arm. Light-colored walls complement framed artwork, and a warm area rug adds texture to the floor.

4.77 out of 5 average rating, 123 reviews

Dog-Friendly Cottage Near Premier Surf Beach

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, 184 reviews

Beach suite

Private house rentals

A light blue bungalow with a charming front entry features a wooden door and white picket fence. A well-kept lawn surrounds the home, and a cozy garage is visible on the right side. The setting is peaceful, with trees in the background under a clear blue sky.

4.97 out of 5 average rating, 120 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

4.99 out of 5 average rating, 269 reviews

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.

Home in Aptos

Modern Beach Retreat-Free EV Charging

A spacious balcony features two comfortable chairs with soft cushions, positioned to enjoy the views. The wooden railing and deck add a rustic charm, while nearby trees and buildings create a cozy neighborhood atmosphere. Bright blue skies complete the inviting outdoor space.

4.86 out of 5 average rating, 210 reviews

7 Houses from the Ocean - Pleasure Point Surf!

4.94 out of 5 average rating, 299 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

4.95 out of 5 average rating, 426 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

A vibrant garden area features a stone wall bordered by an array of colorful flowers, including orange poppies and other blooms. The blue house with large windows serves as a charming backdrop to this lively outdoor space, creating a welcoming atmosphere.

4.85 out of 5 average rating, 159 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

A modern kitchen features a central island with seating for five. Stainless steel appliances and an array of open shelving showcase glassware and dishware. Wooden beams accent the ceiling, while warm wood flooring complements the bright, airy ambiance.

5.0 out of 5 average rating, 142 reviews

Modern Beach House/Short walk to beaches/Boardwalk