Family-friendly holiday 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!

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, 212 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.

Place to stay in Santa Cruz

A private garden patio is featured, containing a round table with two chairs. Each chair is accompanied by a throw pillow. A small vase with flowers sits on the table, and colorful signage is visible on the fence in the background.

4.96 out of 5 average rating, 136 reviews

Melton Beach House. Private entry,space and patio.

Space is not suitable or safe for children under 5 years of age. Great location.We are conveniently a 10-15 minute walk to the Hook and Pleasure Point surf breaks.And in the other direction you have a 15 minute walk down to the adorably charming Capitola village and very lovely beach.There you'll find quaint boutique shops and many restaurants/bar choices along the beach esplanade. With in a 5 minute walk you'll find New Leaf market,Whole foods, Penny's ice cream,and 6 other restaurant's.

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, 1,097 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.

4.96 out of 5 average rating, 524 reviews

A welcoming entryway is framed by vibrant flower beds, featuring red roses and lush greenery. Large windows allow natural light to brighten the exterior, while a bright red door serves as a focal point, inviting guests into the residence.

Apartment in Santa Cruz

Santa Cruz Comfort - Close Clean Convenient

Welcome to your Santa Cruz home away from home. Exclusive, private use of the fully appointed first floor of this beautiful, centrally located Santa Cruz residence in a family friendly neighborhood located on a very quiet street. 1200 square feet, spacious enough to affordably accommodate up to 6 friends and family members... and still cozy enough for romantic couples' getaways. Close to downtown, the beach and Boardwalk, forests, hiking, mountain biking, golfing, and UCSC.

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.

4.86 out of 5 average rating, 317 reviews

Pleasure Point Beach Cottage

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!

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.

4.97 out of 5 average rating, 195 reviews

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.

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, 796 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 bright living area features a comfortable gray sofa adorned with colorful cushions. Natural light pours in through large windows, illuminating a patterned rug and enhancing the space's inviting feel. A stylish lamp stands beside the sofa, complementing the overall decor.

4.97 out of 5 average rating, 180 reviews

La Casita del Mar (The Seaside Cottage) at Twin Lakes Beach

Cozy beach cottage located 3 blocks from Twin Lakes Beach and Santa Cruz Harbor! (Permit 211376) Coffee shops and eateries are just around the corner with easy access to the Boardwalk and downtown Santa Cruz. Highly desirable parking on premises. An outdoor dining area is in back with a quaint sitting area in the front. Come and experience the Santa Cruz life in this adorable home!

The living area features a comfortable blue sectional sofa and an accent chair, complemented by decorative pillows. A mounted flat-screen TV is visible above a modern electric fireplace, while natural light fills the space through several windows. A charming clock and wall art enhance the room's welcoming atmosphere.

4.97 out of 5 average rating, 499 reviews

Sea Otter Cottage in Santa Cruz!

This quaint cottage, just a block and a half from the beach, was built in the early 1900's yet lovingly updated to maintain Old World Charm. Take a short stroll to the beach, quaint restaurants, shopping or the harbor. Enjoy provided paddle boards, cruiser bikes & boogie boards or have a bonfire in the backyard before ending your day with a relaxing soak in the hot tub!

Guest suite in Santa Cruz

A wooden gate provides access to the outdoor area, framed by a tree. A yellow bicycle is parked beside the gate, adding a bright touch to the natural surroundings. The wooden sign above hints at a welcoming atmosphere.

4.89 out of 5 average rating, 442 reviews

Savasana Surfer's Retreat

A simple and cozy abode for couple's getaway, outdoor enthusiasts, or solo travelers. Tucked away in a residential cul-de-sac with easy access to the harbor and local beaches via 2 complimentary beach cruisers. Completed with a semi-outdoor restroom and hammock, the Savasana Studio is a great alternative for a relaxing and cost-effective way to stay in Santa Cruz!

4.88 out of 5 average rating, 436 reviews

A spacious sleeping area features a light blue color scheme and hardwood flooring. A large bed is adorned with soft bedding, complemented by bedside tables with lamps. A kitchenette is visible in the background, along with a closet area, adding functionality to the room.

Apartment in Capitola

30StepsToBeach-EBikes+Surfboards

Fantastic studio just steps from Capitola Beach and the Capitola esplanade. Wander the beach, explore colorful Capitola Village, pedal around town on the electric bikes, and use the included surfboards at the fantastic surf break in sight of your apartment! Impossible to beat location, ready for you to come and relax.

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

4.93 out of 5 average rating, 842 reviews

A warm and inviting studio space features a spacious bed dressed in orange bedding, with striped accent pillows. Light wood flooring complements the wooden furniture, including a dining table and chairs. Sliding glass doors open to a view of greenery outside, enhancing the natural ambiance.

Guest suite in Felton

Redwood Retreat

4.84 out of 5 average rating, 302 reviews

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

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, 109 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, 135 reviews

Royal Villa - Ocean View - Heated Pool - Seascape

4.94 out of 5 average rating, 623 reviews

A light-filled living area features a spacious gray sectional sofa adorned with soft throw blankets. A wall-mounted television is positioned opposite, while a skylight above enhances the open feel. Neutral artwork and a small table add subtle decor, with views accessible through glass doors.

Guesthouse in Santa Cruz

Sunny Cottage + Hot Tub near UCSC

4.79 out of 5 average rating, 142 reviews

Surf & Family Fun - Palisades Beach Home

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, 260 reviews

Luxury Beach House - Game Room & Hot Tub

4.99 out of 5 average rating, 808 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

Family- and pet-friendly home rentals

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.

4.95 out of 5 average rating, 194 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

Guesthouse in La Selva Beach

The entrance of the home features a set of brick steps leading to a welcoming door. Flanking the entrance are two potted plants. A small wooden table and two chairs are placed on the porch, surrounded by decorative landscaping with flowering plants.

4.83 out of 5 average rating, 150 reviews

1 bedroom attached guesthouse

4.91 out of 5 average rating, 555 reviews

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

4.8 out of 5 average rating, 814 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, 485 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

4.82 out of 5 average rating, 152 reviews

Guest suite in Aptos

Quiet peaceful private sunny

Superhost

An inviting outdoor view showcases a stone structure with a blue roof, surrounded by lush greenery and tall redwood trees. A gravel driveway leads to the entrance, which is complemented by natural landscaping, providing a tranquil and serene entrance to the property.

Guesthouse in Boulder Creek

4.84 out of 5 average rating, 591 reviews

Redwood Getaway #2

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, 156 reviews

Modern Coastal Studio w/ Loft

Family-friendly home rentals with a pool

Guesthouse in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 449 reviews

Quiet Poolside Cottage for Solitude

5 out of 5 average rating, 133 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

4.92 out of 5 average rating, 197 reviews

A comfortable bedroom is presented with a queen bed adorned with patterned linens and throw pillows. Nightstands are positioned on either side, each featuring a lamp. Natural light filters through a nearby window, enhancing the tranquil ambiance.

Guest suite in Aptos

Seascape Escape! Now Featuring Private Pool/Spa

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, 1,007 reviews

Cabana in Sierra Azul Open Space Preserve

A sunny balcony is seen with two chairs and a small table, surrounded by decorative plants. The ocean can be viewed in the background, with clear skies and sunlight reflecting on the water. A vibrant rug covers the balcony floor.

5 out of 5 average rating, 108 reviews

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

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, 171 reviews

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

4.77 out of 5 average rating, 559 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.