Family-friendly holiday rentals in Pleasure Point

4.97 out of 5 average rating, 178 reviews

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

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

KitchenIndoor spacesQuiet

4.86 out of 5 average rating, 339 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!

KitchenIndoor spacesParks

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, 227 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.

KitchenIndoor spacesBackyard

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.

4.96 out of 5 average rating, 181 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.

FamilyKitchenOutdoor spaces

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, 220 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!

KitchenFamilyBeach

4.96 out of 5 average rating, 276 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!

FamilyIndoor spacesAmenities

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, 130 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.

FamilyKitchenDecor

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, 180 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!

KitchenFamilyCondition

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, 531 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

FamilyIndoor spacesHospitality

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.

4.98 out of 5 average rating, 849 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.

KitchenFamilyBarbecue

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.

4.94 out of 5 average rating, 125 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!

Indoor spacesFamilyPets

4.95 out of 5 average rating, 472 reviews

Bungalow in Santa Cruz

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.

Indoor spacesFamilyTV

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

Superhost

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.

4.94 out of 5 average rating, 208 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

KitchenIndoor spacesView

A spacious backyard is visible, featuring a vibrant green lawn. Two hammocks are suspended between trees, and a hot tub is located in the corner. The open doorway leads to a yoga studio, where natural light enhances the bamboo walls and simplicity of the furniture.

4.88 out of 5 average rating, 131 reviews

Beach House-HotTub-Srfbrds-Bikes

KitchenIndoor spacesTV

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 210 reviews

Beach Front Dream House! Hottub/E-Bikes/Surfboards

FamilyKitchenSleep quality

Guest suite in Santa Cruz

A red picnic table is nestled among lush greenery, surrounded by orange trees and flowering plants. A peaceful garden setting is enhanced by a rock perimeter and various shrubs, creating a tranquil retreat perfect for outdoor meals or relaxation.

4.84 out of 5 average rating, 1,180 reviews

Jade Studio by Beach at Jasmine Garden Oasis

FamilyIndoor spacesBeach

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.

4.99 out of 5 average rating, 115 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

FamilyIndoor spacesValue

4.97 out of 5 average rating, 110 reviews

Walk to Beach | Spa, Outdoor Kitchen + TV, Firepit

Indoor spacesKitchenHospitality

4.8 out of 5 average rating, 161 reviews

Surf & Family Fun - Palisades Beach Home

KitchenFamilyOutdoor spaces

A spacious hot tub is featured, with water gently rippling and bubbles visible on the surface. The cover is partially opened, revealing the inviting interior. Surrounding greenery adds a natural touch to the setting, ensuring privacy and relaxation.

4.98 out of 5 average rating, 275 reviews

Luxury Beach House - Game Room & Hot Tub

Indoor spacesKitchenSleep quality

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 103 reviews

Apartment in Aptos

Stairway to Treetop Heaven LOWER | 1bd | Hot Tub!

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 449 reviews

Home in Upper Seabright

Peaceful & Private Seabright, 1 mile from beach

KitchenFamilyAccuracy

Campervan/RV in Watsonville

4.93 out of 5 average rating, 107 reviews

the SilverBIRD - vintage 1986 Airstream with views

Indoor spacesFamilyLocation

4.98 out of 5 average rating, 413 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

Yurt in Vineyard Overlooking Monterey Bay

FamilyIndoor spacesWi-Fi

Guest suite in Santa Cruz

Two red rocking chairs are positioned on a wooden deck, facing a view of greenery and the ocean. The sky is partly cloudy, and the scenery provides a serene backdrop for relaxation.

4.85 out of 5 average rating, 109 reviews

The Pine Tree Studio - quiet & cozy

Indoor spacesKitchenView

4.83 out of 5 average rating, 440 reviews

Home in Aptos

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand

FamilyIndoor spacesParking

4.99 out of 5 average rating, 338 reviews

A charming two-story cottage is presented with a vibrant blue exterior, accented by a large yellow circle. Palm trees frame the scene, with a welcoming front porch featuring a railing. The surrounding area consists of a quiet street and neighboring houses, adding to the tranquil atmosphere.

Home in Capitola

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

KitchenFamilyHospitality

Superhost

A vibrant garden area features a stone wall bordered by an array of colorful flowers, including orange poppies and other blooms. The blue house with large windows serves as a charming backdrop to this lively outdoor space, creating a welcoming atmosphere.

4.85 out of 5 average rating, 158 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

Indoor spacesFamilyAmenities

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 110 reviews

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

FamilyIndoor spacesAmenities

A view captures a multi-story building positioned near the shore, with cars parked along the street. The ocean stretches beyond, featuring calm blue waters and a clear sky above. The beach is visible in the distance, enhancing the coastal atmosphere.

4.87 out of 5 average rating, 101 reviews

Walk to the beach, panoramic ocean view, and pool!

Indoor spacesFamilyAmenities

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, 147 reviews

Santa Cruz Beach House with Pool & Spa

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 158 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

KitchenIndoor spacesGetting around

Place to stay in Los Gatos

An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.

4.8 out of 5 average rating, 111 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

FamilyKitchenBathroom

4.98 out of 5 average rating, 250 reviews

A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.

Home in Aptos

Private Pool Villa for family getaways

Indoor spacesFamilyGetting around

4.96 out of 5 average rating, 130 reviews

The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.

Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland

Indoor spacesFamilyBackyard

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.