Family-friendly holiday rentals in Pleasure Point

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, 115 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

4.86 out of 5 average rating, 339 reviews

A cozy cottage exterior is framed by vibrant greenery and colorful flowers. A concrete pathway leads to the front door, which is flanked by attractive window accents. The inviting entrance features a simple doorbell and a number sign, enhancing the welcoming appeal of the home.

Cottage in Santa Cruz

Pleasure Point Beach Cottage

Santa Cruz County Permit# 221116: Enjoy Pleasure Point living in this sweat cottage. Just a few minutes stroll and you’re at the beach and some of Santa Cruz’s best surf. Cruise the cliffs on bikes, hit the waves, or BBQ and soak up the sun! You’re sure to enjoy this special little house and its big back yard. Enjoy the fully stocked kitchen, 50 inch 4k TV, hot outdoor shower, big gas BBQ, 2 beach cruisers, 2 soft surf boards, beach toys, a wagon (great for beach transport), and much more!

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, 293 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

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!

Guest suite in Santa Cruz

A bright studio features a spacious bed with light bedding against a green accent wall. A small dining table with yellow and black chairs is present, along with a small couch and an entertainment area with a wall-mounted TV. Natural light enters through a window overlooking a grassy backyard.

4.95 out of 5 average rating, 227 reviews

Updated Studio in Pleasure Point | Steps to Surf

In the heart of Pleasure Point, this remodeled, private studio is a short walk to the best surf spots in Santa Cruz. 3-minute walk to the stairs by O'Neill's house, and 6+ surf breaks also within walking distance. Short stroll to coffee shops, restaurants and more. Walk or ride bikes (2 provided) almost everywhere. Quick drive to Capitola, Boardwalk & downtown Santa Cruz. Open to singles or couples (baby OK) that understand that our family lives in adjoining property. No pets allowed.

4.8 out of 5 average rating, 163 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, 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!

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!

4.97 out of 5 average rating, 209 reviews

The exterior of the Surf Cottage is framed by a white picket fence and features a lush garden with blooming flowers. A large tree provides shade, while the cottage reveals a charming coastal-modern design. Bright blue skies complete the welcoming atmosphere.

Cottage in Santa Cruz

Surf Cottage in Pleasure Point

Nestled in a tree-lined corner you'll find the Surf Cottage at Pleasure Point, a lovingly curated home by a California native who lived in NYC and Paris. Stay in surf-shack style with vintage finds, Moroccan rugs, and a collection of objects and artwork from around the world. You'll be just steps away from breathtaking ocean views, sandy beaches and world-renowned surf spots. Come for some coastal vibes and experience all that Santa Cruz has to offer.

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, 131 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.

4.97 out of 5 average rating, 135 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, 536 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

Popular amenities for Pleasure Point family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 275 reviews

Luxury Beach House - Game Room & Hot Tub

4.94 out of 5 average rating, 102 reviews

Family Beach Retreat with Hot Tub and Beach Access

4.97 out of 5 average rating, 110 reviews

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

A spacious backyard is visible, featuring a vibrant green lawn. Two hammocks are suspended between trees, and a hot tub is located in the corner. The open doorway leads to a yoga studio, where natural light enhances the bamboo walls and simplicity of the furniture.

4.87 out of 5 average rating, 133 reviews

Beach House-HotTub-Srfbrds-Bikes

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, 127 reviews

Ocean View Cottage HotTub- Surfboards-Bikes-Kayak

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, 256 reviews

Best Beach House in Santa Cruz! pet friendly

4.95 out of 5 average rating, 474 reviews

Bungalow in Santa Cruz

Romantic Retreat with hot tub near the beach!

Guest suite in Santa Cruz

A red picnic table is nestled among lush greenery, surrounded by orange trees and flowering plants. A peaceful garden setting is enhanced by a rock perimeter and various shrubs, creating a tranquil retreat perfect for outdoor meals or relaxation.

4.84 out of 5 average rating, 1182 reviews

Jade Studio by Beach at Jasmine Garden Oasis

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 410 reviews

Steps to Blacks Beach

4.99 out of 5 average rating, 341 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

Guesthouse in Upper Seabright

A cozy living space is presented with a daybed adorned with an assortment of colorful pillows, complemented by a natural wood coffee table. Light enters through large windows, highlighting a vibrant piece of wall art. A small desk and chair are positioned nearby.

4.9 out of 5 average rating, 766 reviews

Sunny Harborside Bungalow

4.99 out of 5 average rating, 185 reviews

The exterior of a yellow cottage is seen at a corner, surrounded by lush greenery. A flag is displayed on a balcony, and a white picket fence frames the yard. Mature trees provide shade, contributing to the cottage's inviting appearance.

Cottage in Capitola

Coastal Architectural Gem in Capitola

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.

4.83 out of 5 average rating, 140 reviews

The Driftwood Cottage

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

Guest suite in Santa Cruz

Two red rocking chairs are positioned on a wooden deck, facing a view of greenery and the ocean. The sky is partly cloudy, and the scenery provides a serene backdrop for relaxation.

4.85 out of 5 average rating, 109 reviews

The Pine Tree Studio - quiet & cozy

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, 209 reviews

7 Houses from the Ocean - Pleasure Point Surf!

Family-friendly home 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

4.94 out of 5 average rating, 445 reviews

A spacious balcony overlooks the ocean, featuring a seating area with grey couches adorned with blue and white cushions. A glass-topped table is positioned in the center, beside a gas grill, creating an inviting outdoor space to enjoy coastal views.

Home in Aptos

🍀Escape - Brand New Modern Chic Coastal Retreat🍀

Guest suite in Scotts Valley

A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 848 reviews

Snug and Cozy between the Skyline and the Sea

4.87 out of 5 average rating, 103 reviews

A view captures a multi-story building positioned near the shore, with cars parked along the street. The ocean stretches beyond, featuring calm blue waters and a clear sky above. The beach is visible in the distance, enhancing the coastal atmosphere.

Condo in Aptos

Walk to the beach, panoramic ocean view, and pool!

4.84 out of 5 average rating, 741 reviews

An expansive view of the ocean dominates the scene, showcasing the beach coastline and a pier extending into the water. The horizon features a clear blue sky, while a railing is visible in the foreground, providing a sense of elevation.

Apartment in Aptos

Modern Ocean View 2 BD w Parking.

4.78 out of 5 average rating, 452 reviews

A modern living area features soft grey furniture arranged around a gas fireplace. A dining table with plush chairs sits nearby, reflecting natural light from the sliding glass doors leading to a patio. Decorative elements include a round mirror and coastal artwork.

Apartment in Aptos

*Official Resort Listing* Partial View 2 BDR Villa

4.98 out of 5 average rating, 111 reviews

Condo in Aptos

Beautiful Ocean View 2 BR-Seascape-Miles of Beach