Family-friendly vacation rentals in Pleasure Point

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, 797 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

4.99 out of 5 average rating, 278 reviews

An aerial view captures the cottage's proximity to the beach, with the shoreline and pier visible in the distance. The surrounding Capitola Village features a mix of residential and commercial buildings, while palm trees and parked cars line the streets.

Home in Capitola

Heart of Capitola Village★Parking★King Bed★Pets Ok

Recently renovated with new hardwood floors & appliances. Spend your next beach getaway at this peaceful Capitola Village Cottage. This 2-bedroom, double story beach house is a 3 minute walk to the beach, many restaurants & shopping. Quiet and comfortable, it sleeps up to 6 guests. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 small dog (40lbs +/- ) *Parking for one car in the attached garage *Shared patio with Gas BBQ *Roku TV with Netflix, Disney+ YouTube

4.96 out of 5 average rating, 228 reviews

A comfortable living area features a light gray sofa adorned with blue cushions, situated next to a wooden coffee table with a small plant. Natural light floods in through large windows, illuminating the space. A mirror and a vase of flowers are displayed on adjacent surfaces.

Cottage in Capitola

The Capitola Cottage - Your Dream Beach Getaway!

Sunny historic cottage was built in 1918 and completely remodeled in 2015. Steps to the beach and surf. In the heart of Capitola Village. Surrounded by restaurants and boutiques. Short get-away from Silicon Valley Best small beach town in California. Self Check-In Quality Furnitures Fully Equipped Kitchen for Guests to cook their meals Plush Towels Salon Bath Products Beach towels Beach Chairs & Umbrella Boogie Boards Board Games Nintendo Switch Dock Instant Pot Coffee and Tea Weber BBQ Grill

Guest suite in Santa Cruz

A serene coastal scene captures the sun setting over the ocean, casting golden hues across the waves. The rocky shoreline is visible in the foreground, with gentle waves lapping against the rocks. A silhouette of a beachside building can be seen in the distance.

4.89 out of 5 average rating, 838 reviews

Capitola Hideaway

Capitola Hideaway is meant to be your home away from home. Serene and cozy guest suite, close to the beach and redwoods! This pet-friendly space has everything you need for your staycation, weekend getaway or special occasion! The studio apartment has a queen-sized bed, full bath, kitchenette, patio, living area with a small convertible couch and a private entrance. No shared walls with front unit. The superhost also prioritizes deep-cleaning for the health and safety of all our guests.

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, 208 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.

Guest suite in Santa Cruz

A tranquil garden space features a wooden picnic table surrounded by lush greenery and vibrant orange trees. Various shrubs and plants create a secluded feel, while a stone border adds a natural element to the serene environment.

4.83 out of 5 average rating, 1,087 reviews

Birdsong Studio by Beach-Jasmine Gardens

Jasmine Garden Oasis Retreat House—3 block walk to quiet beaches. Ideal for individuals, couples, or families seeking serenity. SC Permit # 231326. Two upstairs independent guest studios inside our home, each with queen bed and extra beds for $25 charge: Jade Studio with private deck, and Birdsong Studio overlooking garden and hot tub. Meditation & QiGong instruction, bicycle rental nearby, allergy-free, healing sessions, low-EMFs--renewing for heart, body & soul. Sunrise/sunset at beach.

The charming exterior of a bungalow is showcased, featuring a light blue front door and large windows offering natural light. Comfortable wooden chairs are positioned on the small deck, with surrounding greenery that adds a welcoming touch to the home.

4.99 out of 5 average rating, 196 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, 246 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 #211102). 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, 192 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.

4.96 out of 5 average rating, 98 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.

4.99 out of 5 average rating, 104 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 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, 785 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.

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

4.99 out of 5 average rating, 181 reviews

A hot tub is positioned under a wooden gazebo, surrounded by lush greenery and tall trees. A colorful hanging chair is visible nearby, inviting relaxation. The outdoor space features a patterned area rug, and the sound of nature creates a tranquil ambiance.

Cabin in Soquel

Coastal Redwood Cabin | Hot tub | Private Creek

4.79 out of 5 average rating, 141 reviews

Surf & Family Fun - Palisades Beach Home

Guesthouse in Almaden Valley

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,002 reviews

Cabana in Sierra Azul Open Space Preserve

An inviting outdoor area features a fire pit surrounded by several chairs, with lush gardens and diverse plants framing the scene. The house showcases large windows and a patio, illuminated softly by evening light.

4.98 out of 5 average rating, 258 reviews

Luxury Beach House - Game Room & Hot Tub

4.99 out of 5 average rating, 798 reviews

An outdoor space showcases a wooden deck with a hot tub, surrounded by greenery. Comfortable chairs are positioned on a gravel surface, and a fire pit sits nearby. Potted plants add natural elements to the setting, creating a relaxed atmosphere.

Guest suite in Aptos

Ohana with Private Outdoor Shower and Hot Tub

Superhost

A vibrant backyard area features lush artificial turf, a Tiki bar surrounded by tropical greenery, and comfortable seating arrangements. Umbrellas provide shade over lounge chairs, creating an inviting space for relaxation and social gatherings. The setting embodies a tropical resort atmosphere.

Guest suite in Aptos

4.92 out of 5 average rating, 203 reviews

Tropical Hideaway🌴

A private balcony features a table and two chairs, overlooking the ocean and beach. The setting sun casts warm colors across the horizon, enhancing the view of the serene landscape and distant shoreline.

4.91 out of 5 average rating, 170 reviews

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

4.95 out of 5 average rating, 1,002 reviews

A cozy living area features a comfortable gray sofa adorned with patterned cushions. Natural light enters through multiple windows, highlighting a black wood stove. A rocking chair and a small side table add to the inviting setup, complemented by neutral carpeting.

Cottage in Ben Lomond

Sunny redwood forest cottage

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 405 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

4.91 out of 5 average rating, 549 reviews

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

4.96 out of 5 average rating, 104 reviews

A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.

Guesthouse in Los Gatos

Mountain Retreat

Superhost

A small rustic cabin is nestled among tall trees, providing a sense of seclusion. Sunlight filters through the canopy, casting dappled shadows across the ground. The cabin features a single window framed by green trim, blending harmoniously with the natural surroundings.

Cabin in Los Gatos

4.89 out of 5 average rating, 475 reviews

The Coach House

4.8 out of 5 average rating, 798 reviews

The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.

Guesthouse in Aptos

The Cottage Getaway by the Sea

4.98 out of 5 average rating, 479 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Apartment in Felton

Private Suite in the Redwoods with a View

4.98 out of 5 average rating, 373 reviews

A serene outdoor scene captures a tent nestled among trees, with rustic wooden chairs positioned nearby. In the background, rolling vineyards extend towards the horizon, with hills visible under a clear sky, inviting guests to enjoy the natural surroundings.

Yurt in Los Gatos

Lotus Yurt in Vineyard Overlooking Monterey Bay

Superhost

A bright and airy space features a spacious king-size bed with decorative pillows. A comfortable couch is accented with textured throws. A wooden ladder leads to a loft area, while a vibrant blue door opens to a bathroom. Natural light fills the room from large windows.

Place to stay in Soquel

4.84 out of 5 average rating, 154 reviews

Modern Coastal Studio w/ Loft

Family-friendly home rentals with a pool

A private balcony is depicted, featuring two comfortable chairs set around a small table. The scene includes a view of the ocean in the distance, framed by lush landscape, while a pool area is visible below, creating a serene vacation ambiance.

4.81 out of 5 average rating, 208 reviews

Seascape Ocean View Condo

A winding concrete path leads through a well-maintained green lawn bordered by flowering plants. Tall trees stand in the background, framing the entrance to the beach, where a glimpse of the ocean can be seen in the distance.

4.98 out of 5 average rating, 108 reviews

Luxury Garden View - Relax and Unwind - Seascape

A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.

4.96 out of 5 average rating, 129 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

5 out of 5 average rating, 127 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

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, 144 reviews

Santa Cruz Beach House with Pool & Spa

4.98 out of 5 average rating, 208 reviews

Home in Aptos

Family Getaway Villa

4.78 out of 5 average rating, 551 reviews

Aptos Condo with Spectacular Ocean Views

A welcome sign for Rio Del Mar Beach is prominently displayed amid colorful flowering plants. The backdrop features a vibrant sunset, casting warm hues over the surrounding area, while palm trees frame the scene, creating a coastal atmosphere. Nearby, a parking area is visible.