House holiday rentals in Pleasure Point

4.97 out of 5 average rating, 104 reviews

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

Welcome to our renovated 1950's style bungalow, perfectly situated in Pleasure Point! Permit #241032 Start your day with a walk to Verve Coffee, a local favorite, and head to one of the nearby world-class surf spots. After a day of adventure, come back to enjoy the large, private yard complete with a hot tub, fire pit, outdoor kitchen, and dining area perfect for al fresco meals. Optional Add-Ons: Early Check In/Late Check Out (when available) - $40 Grocery Shopping - $50 + cost of groceries

LocationFamilyParks

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, 258 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

LocationValueSleep quality

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, 285 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

FamilyValueView

4.89 out of 5 average rating, 130 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.

FamilyValueAccuracy

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, 159 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!

ValueFamilyLong stay

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, 215 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!

LocationFamilyHiking

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, 268 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!

FamilyValueAccuracy

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, 127 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.

LocationFamilyWi-Fi

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, 174 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!

ValueFamilyKitchen

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, 527 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

LocationValueAmenities

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, 838 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.

ValueLocationParks

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.

4.96 out of 5 average rating, 121 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!

FamilyValueOutdoor spaces

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, 47 reviews

Alpine Zen Retreat with heated pool, sauna and spa

LocationValuePool

4.88 out of 5 average rating, 403 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

ValueLocationIndoor spaces

Superhost

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

4.86 out of 5 average rating, 57 reviews

Seascape Ocean Front Villa

ValueLocationKitchen

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

FamilyLocationBarbecue

4.92 out of 5 average rating, 188 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!

LocationFamilyShared spaces

4.93 out of 5 average rating, 83 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!

ValueFamilyAmenities

Superhost

Home in Soquel

4.81 out of 5 average rating, 26 reviews

2-Acre Country Estate | Pool, Spa & Creek

FamilyLocationBarbecue

4.98 out of 5 average rating, 41 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

LocationFamilyCleanliness

Weekly house rentals

Superhost

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, 202 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

LocationValueBiking

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 201 reviews

Beach Front Dream House! Hottub/E-Bikes/Surfboards

LocationValueWalkability

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, 107 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

LocationFamilyBathroom

4.8 out of 5 average rating, 161 reviews

Surf & Family Fun - Palisades Beach Home

FamilyLocationHot tub

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, 176 reviews

Spring Special Rate @ The Aloha Beach House!

LocationFamilyNearby

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, 271 reviews

Luxury Beach House - Game Room & Hot Tub

ValueFamilyLaundry

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, 251 reviews

Summer is Great at Opal Cliff Beach House!

FamilyLocationBackyard

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, 155 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

ValueLocationAir conditioning

Private house rentals

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, 340 reviews

Sunny, Spacious, and Modern Home Near The Beach

ValueLocationGetting around

A spacious backyard is presented, featuring a gray patio area with a barbecue grill and a dining table under a blue umbrella. Green grass surrounds the space, and colorful flowers add a touch of vibrancy. A side entrance to the cottage is visible in the background.

4.8 out of 5 average rating, 120 reviews

Sunny Cove Cottage- Dog Friendly

FamilyLocationAccess

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.

4.96 out of 5 average rating, 113 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

LocationFamilyHospitality

4.85 out of 5 average rating, 79 reviews

Cottage Steps to Pleasure Point + Hot Tub + Bikes

LocationFamilyCondition

4.99 out of 5 average rating, 263 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

ValueLocationLaundry

4.95 out of 5 average rating, 410 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

LocationFamilyCleanliness

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.

4.97 out of 5 average rating, 95 reviews

Awesome Beach House 1 block from Pleasure Point

FamilyLocationCleanliness

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.