Family-friendly vacation rentals in Pleasure Point

Find and book unique family-friendly homes on Airbnb

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$31,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,300 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 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!

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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Top guest favorite
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.
Home in Santa Cruz
4.99 out of 5 average rating, 119 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

Guest favorite
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
4.86 out of 5 average rating, 342 reviews

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!

Top guest favorite
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.
Home in Santa Cruz
4.96 out of 5 average rating, 297 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

Guest favorite
Home in Santa Cruz
4.94 out of 5 average rating, 103 reviews

Family Beach Retreat with Hot Tub and Beach Access

Escape to this elegant family beach home steps from a beautiful sandy beach (Permit 261096 - expires 9/15/31). Enjoy the hot tub in the garden or take advantage of the world class surfing. This charming home offers 3 bedroom and 2 bathrooms, with a spacious living room fully illuminated with natural sun light. Take advantage of a fleet of beach cruisers for a ride down the coastline, and numerous surf boards and beach gear. Located on a quiet street includes a deck and patio for sunsets.

Top guest favorite
Home in Santa Cruz
4.81 out of 5 average rating, 167 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!

Top guest favorite
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.
Home in Santa Cruz
5.0 out of 5 average rating, 223 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
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, 210 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.

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
4.97 out of 5 average rating, 136 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.

Guest favorite
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.
Home in Santa Cruz
4.97 out of 5 average rating, 138 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.

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, 854 reviews

26thAve Beach House (Airbnb service fees included)

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.

Guest favorite
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.
Home in Santa Cruz
4.94 out of 5 average rating, 133 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!

Guest favorite
Bungalow in Santa Cruz
4.95 out of 5 average rating, 477 reviews

Romantic Retreat with hot tub near the beach!

Are you looking for a restful, meditative or romantic retreat? This fantastically located, atmospheric and private guest house boasts a sleeping loft with skylights from which to listen to the surf, and a comfy hot tub set under a pepper tree. We are a block and a half from the beach, so it’s a perfect spot for surfers and guests who love to be outside.

Popular amenities for Pleasure Point family-friendly rentals

When is the best time to visit Pleasure Point?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$76,319 GYDG$75,692 GYDG$86,146 GYDG$87,819 GYDG$94,928 GYDG$116,256 GYDG$103,501 GYDG$97,438 GYDG$82,801 GYDG$81,546 GYDG$87,610 GYDG$88,865 GYD
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