Family-friendly holiday rentals in Pleasure Point

4.86 out of 5 average rating, 332 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!

Place to stay in Santa Cruz

A cozy living room corner is depicted, featuring a comfortable chair with a pink cushion and a rustic table. A green vintage-style refrigerator is visible against the wall. A tray with flowers and a cup sits on the round coffee table, creating a welcoming atmosphere.

4.95 out of 5 average rating, 165 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.

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 out of 5 average rating, 214 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, 265 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, 203 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, 125 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.

A bright, airy sleeping area with a spacious bed centered beneath a sloped ceiling. Multiple windows allow natural light to fill the room. A wooden desk and chair are positioned against one wall, complemented by a small wicker chair nearby and an accent cabinet.

4.98 out of 5 average rating, 173 reviews

Beach Suite

Welcome to your cozy private space, 1.5 blocks from a great local beach! The space is in a great centrally located neighborhood between downtown Santa Cruz and Capitola Village. Fully private suite with King size bed, living space and bathroom . A great location, charming, classic and cozy space. Many local beaches within walking distance. Soft top longboards, boogie boards, beach chairs, beach accessories available for use. No Animal Allowed!

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, 527 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

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, 836 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 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.

4.96 out of 5 average rating, 119 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!

An aerial view showcases the oceanfront setting of the neighborhood, with a panoramic expanse of blue water meeting the horizon. Nearby, coastal homes are positioned along the shore, highlighting the area's vibrant community and proximity to the beach.

4.83 out of 5 average rating, 128 reviews

Stunning Oceanfront - Sunset Magazine Home

Welcome to this award-winning 3-bedroom home (Permit 171346)! Featured in the prestigious Sunset Magazine, this stunning property offers breathtaking ocean views and the perfect blend of modern amenities and coastal charm, providing a comfortable stay just a 5-minute walk from the beach, with a cul-de-sac next door that’s a local favorite viewpoint and gathering spot.