Family-friendly holiday rentals in Pleasure Point

4.97 out of 5 average rating, 176 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

Indoor spacesKitchenBathroom

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!

FamilyKitchenAccuracy

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.

4.96 out of 5 average rating, 290 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

KitchenIndoor spacesHiking

An aerial view of the backyard reveals a spacious layout featuring a hot tub, a covered seating area with lounge chairs, and vibrant blue umbrellas. A play area with a climbing structure and water table is visible, surrounded by lush greenery and landscaped pathways.

4.93 out of 5 average rating, 162 reviews

Oceanview Family Playground

Family-friendly oceanview home at Pleasure Point. This inviting retreat offers a backyard play area, including a water table and climbing structure for the little ones. Enjoy outdoor dining, the BBQ grill, the hot tub, hammocks. Inside, take in two living areas, two en-suite bedrooms, toys, playhouse, and baby amenities. EV charger in garage. Nearby, find great surfing spots, a coastal bike trail, Capitola Village, and Santa Cruz Beach Boardwalk. Create memories at your Pleasure Point home!

FamilyIndoor spacesDecor

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, 180 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.

Indoor spacesFamilyLocation

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, 219 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!

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 206 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.

Indoor spacesFamilyDecor

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.

FamilyIndoor spacesOutdoor spaces

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, 178 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!

Indoor spacesFamilyNearby

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

KitchenIndoor spacesWalkability

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, 848 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.

Indoor spacesFamilyHeating

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, 124 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 spacesKitchenBiking

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, 206 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

Indoor spacesFamilyOutdoor spaces

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, 130 reviews

Beach House-HotTub-Srfbrds-Bikes

FamilyKitchenBarbecue

4.98 out of 5 average rating, 535 reviews

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.

Cottage in Santa Cruz

Sea Otter Cottage in Santa Cruz!

Indoor spacesKitchenCheck-in

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, 113 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

Indoor spacesKitchenAir conditioning

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, 1,177 reviews

Jade Studio by Beach at Jasmine Garden Oasis

Indoor spacesKitchenAccuracy

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.

4.97 out of 5 average rating, 130 reviews

Two-Six Beach House - newly renovated!

Indoor spacesFamilyBiking

4.8 out of 5 average rating, 161 reviews

Surf & Family Fun - Palisades Beach Home

FamilyKitchenHospitality

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, 274 reviews

Luxury Beach House - Game Room & Hot Tub

FamilyKitchenPets

Family- and pet-friendly home rentals

Guesthouse in La Selva Beach

A rustic wooden sign marked 'Sand Dollar Farms' directs left towards a gravel road. Surrounding grasses gently sway in a natural landscape, with a soft gradient of browns and greens visible in the background.

4.91 out of 5 average rating, 709 reviews

cute cottage walking distance to beach

Indoor spacesKitchenAmenities

4.97 out of 5 average rating, 448 reviews

Home in Upper Seabright

Peaceful & Private Seabright, 1 mile from beach

KitchenFamilyLong stay

Campervan/RV in Watsonville

4.93 out of 5 average rating, 104 reviews

the SilverBIRD - vintage 1986 Airstream with views

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 412 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

KitchenIndoor spacesAccess

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 spacesKitchenHiking

4.83 out of 5 average rating, 440 reviews

Home in Aptos

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

Indoor spacesFamilyView

The entrance of Driftwood Cottage features a welcoming door framed by a stylish archway. A well-maintained path leads to the entrance, complemented by landscaped greenery and a garage door on the right.

4.83 out of 5 average rating, 140 reviews

The Driftwood Cottage

FamilyKitchenHeating

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

KitchenIndoor spacesCheck-in

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 110 reviews

Condo in Aptos

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

KitchenIndoor spacesParking

4.88 out of 5 average rating, 406 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

FamilyKitchenComfort

4.99 out of 5 average rating, 157 reviews

Condo in Aptos

Spectacular Ocean View- Heated Pool & Spa Seascape

FamilyIndoor spacesTV

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

FamilyKitchenCondition

5 out of 5 average rating, 128 reviews

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.

Condo in Aptos

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 619 reviews

The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.

Guesthouse in Los Gatos

Sanctuary in Sierra Azul Open Space Preserve

FamilyKitchenTV

4.95 out of 5 average rating, 124 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Indoor spacesKitchenBeach