House holiday rentals in Pleasure Point

The exterior of a two-story home is showcased with a light blue façade and a welcoming front porch. A fenced yard with decorative plants surrounds the entrance, while a pathway leads up to the door. The structure is accented by a palm tree and clear blue skies.

4.93 out of 5 average rating, 103 reviews

Awesome Beach House 1 block from Pleasure Point

Beautiful home only one block from Pleasure Point a favorite surf spot in Santa Cruz! P#221288. Large rooms with lots of natural light perfect for individual or family use. Large loft-style upstairs bedroom has a private bath, desk area for work or play and a large balcony. Fully stocked kitchen with butcher block island seating allows for culinary fun. Well groomed yard perfect for relaxing or entertaining. Close to all the favorite beach spots including Capitola Village and Santa Cruz Boardwa

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, 119 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

Welcome to our renovated 3bd/2bth oasis located in the heart of Pleasure Point (Permit #241220)! This coastal retreat blends modern comfort with exceptional outdoor amenities, creating the perfect getaway! We're a 5 minute walk to Verve Coffee + Pleasure Point restaurants. Whether you're hitting the beach or heading to the Redwoods, our surf-inspired haven is the perfect home base! Optional Add-Ons: Early Check In/Late Check Out (when available) - $40 Grocery Shopping - $50 + cost of groceries

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, 297 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

4.94 out of 5 average rating, 103 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.

4.81 out of 5 average rating, 167 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, 272 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, 223 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, 279 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, 136 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.

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, 542 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, 854 reviews

26thAve Beach House (Airbnb service fees included)

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 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.

4.86 out of 5 average rating, 180 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.

Popular amenities for house rentals in Pleasure Point

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 184 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, 412 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

4.96 out of 5 average rating, 135 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, 126 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, 194 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, 40 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

4.72 out of 5 average rating, 32 reviews

Home in Soquel

2-Acre Creek Retreat | Pool, Spa & Firepit

5.0 out of 5 average rating, 58 reviews

Alpine Zen Retreat with heated pool, sauna and spa

Weekly house rentals

The entrance of Driftwood Cottage features a welcoming door framed by a stylish archway. A well-maintained path leads to the entrance, complemented by landscaped greenery and a garage door on the right.

4.82 out of 5 average rating, 141 reviews

The Driftwood Cottage

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, 277 reviews

Luxury Beach House - Game Room & Hot Tub

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, 113 reviews

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

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.

4.87 out of 5 average rating, 178 reviews

The Quintessential- Aloha Beach House!

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, 258 reviews

Best Beach House in Santa Cruz! pet friendly

4.88 out of 5 average rating, 143 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 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, 213 reviews

7 Houses from the Ocean - Pleasure Point Surf!

4.91 out of 5 average rating, 538 reviews

Kid-Friendly Beach Cottage-Beach Gear-Aquarium tix

Private house rentals

A dining table is set with elegant place settings on a polished granite countertop. Fresh flowers in a vase add a pop of color, complemented by yellow lemons placed on the table. Elegant glassware and decorative floral accents create a welcoming dining atmosphere.

4.93 out of 5 average rating, 210 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

4.94 out of 5 average rating, 430 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 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, 122 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

4.94 out of 5 average rating, 301 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

4.88 out of 5 average rating, 348 reviews

Sunny and Spacious Home Near The Beach

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, 143 reviews

Modern Beach House/Short walk to beaches/Boardwalk

A bright living area is showcased with natural light from sliding doors and a glass-paneled door. A comfortable couch is positioned beside a wooden coffee table, and a television is mounted on a wooden stand. Light blue curtains enhance the cheerful atmosphere.

4.83 out of 5 average rating, 292 reviews

The Beach house