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Family-friendly vacation rentals in Pleasure Point

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pleasure Point

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.96 out of 5 average rating, 118 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top guest favorite
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.
Guest suite in Scotts Valley
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!

Top guest favorite
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
4.99 out of 5 average rating, 278 reviews

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

Top guest favorite
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.
Home in Santa Cruz
4.98 out of 5 average rating, 235 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

Top guest favorite
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.
Guest suite in Santa Cruz
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.

Top guest favorite
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.
Guest suite in Santa Cruz
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.

Top guest favorite
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.
Home in Santa Cruz
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!

Top guest favorite
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.
Home in Santa Cruz
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!

Top guest favorite
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
4.97 out of 5 average rating, 192 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.

Top guest favorite
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.
Home in Santa Cruz
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.

Top guest favorite
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.
Home in Santa Cruz
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.

Top guest favorite
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.
Cottage in Santa Cruz
4.97 out of 5 average rating, 164 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!

Popular amenities for Pleasure Point family-friendly rentals

When is the best time to visit Pleasure Point?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$75,372 GYDG$73,907 GYDG$78,931 GYDG$79,560 GYDG$81,234 GYDG$95,890 GYDG$103,637 GYDG$97,565 GYDG$82,909 GYDG$79,560 GYDG$78,513 GYDG$77,047 GYD
Avg. temp11°C12°C13°C14°C15°C16°C17°C18°C18°C17°C13°C11°C

Quick stats about vacation rentals that are family-friendly in Pleasure Point

  • Total vacation rentals

    Explore 120 vacation rentals in Pleasure Point

  • Nightly prices starting at

    Pleasure Point vacation rentals start at G$20,937 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,400 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Pleasure Point vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pleasure Point rentals

  • 4.9 Average rating

    Pleasure Point stays are highly rated by guests—averaging 4.9 out of 5!

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