House holiday rentals in Pleasure Point

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, 264 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

4.99 out of 5 average rating, 338 reviews

A charming two-story cottage is presented with a vibrant blue exterior, accented by a large yellow circle. Palm trees frame the scene, with a welcoming front porch featuring a railing. The surrounding area consists of a quiet street and neighboring houses, adding to the tranquil atmosphere.

Home in Capitola

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

Recently renovated with hardwood floors & stainless steel appliances. Spend your next beach getaway in the heart of the Capitola Village, a 3 minute walk to the beach, restaurants & shopping. This lovely 2-bedroom house has a private balcony w/a BBQ & sleeps up to 6. Level 2 EV charger in garage. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 dog (40lbs +/- max) *Parking for 1 car in the attached garage (w/EV Charger) *Roku TV with Netflix, Disney+, YouTube

4.88 out of 5 average rating, 138 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.

4.8 out of 5 average rating, 161 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.

5.0 out of 5 average rating, 220 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!

4.96 out of 5 average rating, 276 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, 130 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.

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, 180 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!

The exterior of a newly renovated two-story home features a light-colored facade with a shingled design. Lush landscaping includes colorful flowers and greenery, enhancing the entrance. A spacious balcony is visible on the second floor, providing an inviting feel to the property's façade.

4.97 out of 5 average rating, 130 reviews

Two-Six Beach House - newly renovated!

Experience luxury and comfort in our newly renovated Santa Cruz home! (Permit: 231143) This spacious retreat features 3 bedrooms, 2.5 bathrooms, a spacious living room, and a fully equipped kitchen with everything you could need and more. Relax in the backyard with a firepit, hot tub, outdoor shower, and BBQ. Best of all, the beach is just a couple minutes away! Perfect for families and friends seeking a coastal getaway.

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, 531 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.

4.98 out of 5 average rating, 849 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.

4.94 out of 5 average rating, 125 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!

Popular amenities for Pleasure Point house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 176 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, 407 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

4.98 out of 5 average rating, 250 reviews

A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.

Home in Aptos

Private Pool Villa for family getaways

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

4.96 out of 5 average rating, 130 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

4.92 out of 5 average rating, 190 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, 35 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 Country Creek Retreat | Pool, Spa & Firepit

Weekly house rentals

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, 291 reviews

Bel Air Santa Cruz Steps to Beach

4.94 out of 5 average rating, 100 reviews

Family Beach Retreat with Hot Tub and Beach Access

A dining area features a metal-framed table surrounded by six woven chairs. A large bouquet of pink flowers sits in a glass vase at the center. Shelves lined with decorative items and dining essentials add charm, while a door leads to another room.

4.83 out of 5 average rating, 393 reviews

Cozy 3BD Pleasure Point Bungalow

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, 253 reviews

August Summer Nights! Opal Cliff Beach House!

4.97 out of 5 average rating, 110 reviews

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

4.91 out of 5 average rating, 210 reviews

A serene cabin is elevated among trees, connected by wooden stairs to a spacious deck. The deck features seating arrangements and is surrounded by lush greenery, allowing for privacy and a tranquil outdoor experience.

Home in Scotts Valley

Creekside Log Cabin

A charming entrance features double glass doors framed by a lush arch of blooming white roses. A decorative stone path leads to the door, which is accompanied by a small birdhouse and garden elements that enhance the tranquil atmosphere.

4.94 out of 5 average rating, 208 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

4.89 out of 5 average rating, 697 reviews

A private living room features a wooden cabinet and a dark blue armchair beside a window with natural light. A small refrigerator and kettle are visible. A woven rug lies on the wooden floor, with magazines resting nearby, and greenery adds a touch of color.

Home in Upper Seabright

Town-and-Nature

Private house rentals

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, 122 reviews

Dog-Friendly Cottage Near Premier Surf Beach

4.95 out of 5 average rating, 420 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

4.94 out of 5 average rating, 297 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

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, 158 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

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, 208 reviews

7 Houses from the Ocean - Pleasure Point Surf!

A bright living area is characterized by large windows allowing natural light to flood in. Comfortable seating includes a gray sofa and a cream-colored armchair. A flat-screen television is mounted on a wall, complemented by tasteful decor and a decorative lamp on a white side table.

4.92 out of 5 average rating, 100 reviews

Vaquita House, with access to Privates Beach

5.0 out of 5 average rating, 288 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