House vacation 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, 248 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

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.

4.95 out of 5 average rating, 280 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

4.88 out of 5 average rating, 121 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.

4.93 out of 5 average rating, 148 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!

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, 198 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

This home (#141214) is located in walking distance to Capitola Village ( 8 min walk) which has a fab beach and a large selection restaurants and shops. Pleasure Point is also close to 38th Ave Surf Sanctuary, Privates beach, Verve Coffee, Bike Paths and restaurants. The host are available for any questions or issues. They live in the cottage on the back part of the property and there is a charming privacy fence. They are very diligent to make sure your privacy is respected.

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, 209 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, 257 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.

4.96 out of 5 average rating, 113 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.

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.

4.98 out of 5 average rating, 115 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, 516 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, 817 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, 104 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

5 out of 5 average rating, 30 reviews

Alpine Zen Retreat with pool, sauna and spa

4.88 out of 5 average rating, 392 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

4.85 out of 5 average rating, 54 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

4.93 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!

4.95 out of 5 average rating, 19 reviews

Home in Soquel

2-Acre Creek Estate: Pool, Spa & Firepit

4.98 out of 5 average rating, 40 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, 115 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

Weekly house rentals

4.96 out of 5 average rating, 423 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

The kitchen features white cabinetry and marble countertops, offering a bright and modern cooking space. Pendant lights illuminate the island, accented by a decorative wooden tray and a potted plant. Stainless steel appliances and a tile backsplash complete the inviting atmosphere.

4.89 out of 5 average rating, 337 reviews

Sunny, Spacious, and Modern Home Near The Beach

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, 162 reviews

Beach Oasis in Downtown Santa Cruz

4.82 out of 5 average rating, 241 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 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, 148 reviews

Midtown to All Things Santa Cruz

The spacious living area features a dark couch with light throw pillows, complemented by a wooden coffee table. Natural light filters through large windows, highlighting the blue walls and the staircase leading to the loft. A green area rug enhances the inviting atmosphere.

4.97 out of 5 average rating, 549 reviews

Wave House by the Beach for Two!

4.98 out of 5 average rating, 205 reviews

Sunlit Surf House 3 BR/2BA Downtown +Walk To Beach

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, 151 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

Private house rentals

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.

4.83 out of 5 average rating, 75 reviews

Villa Vista upper-An unbelievable oceanfront home

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, 90 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

The exterior of the house features a modern design with a gray facade, complemented by large windows. A stone pathway leads to the entrance, bordered by various tropical plants and gravel. A garage is visible on the left, enhancing the property's curb appeal.

5 out of 5 average rating, 42 reviews

Charming Pleasure Point Home-1 Block to beach

4.99 out of 5 average rating, 96 reviews

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

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, 68 reviews

Cozy Coastal Cottage | Hot Tub | Kayak | Surf Gear

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.

4.9 out of 5 average rating, 48 reviews

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

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.

4.98 out of 5 average rating, 88 reviews

Awesome Beach House 1 block from Pleasure Point

A charming exterior of a single-story residence is framed by colorful flowers and shrubs. A pathway leads to a welcoming front porch, accentuated by a teal door and large windows. A white picket fence surrounds the yard, enhancing the home's inviting appearance.