House holiday rentals in Pleasure Point

An inviting outdoor area features a fire pit surrounded by several chairs, with lush gardens and diverse plants framing the scene. The house showcases large windows and a patio, illuminated softly by evening light.

4.98 out of 5 average rating, 254 reviews

Luxury Beach House - Game Room & Hot Tub

Rebuilt from the ground up in 2018. European oak hardwood floors and custom finishes throughout. During the day, enjoy walking to the beaches, surfing, and shops only minutes away. After a day of fun in the sun, BBQ with friends and family. Then, gather around the fire pit, hang out in the game room shooting pool and then take a soak in the hot tub. Bikes, boogie boards, surfboards, beach chairs included for guests use. No visitors or outside guests at any time. Only 8 registered guests max.

The living area is adorned with warm wood paneling and features a cozy couch with colorful throw pillows. A glass coffee table sits in the center, while a television is positioned nearby. Natural light filters through the windows, highlighting the inviting atmosphere.

4.78 out of 5 average rating, 646 reviews

Charming cottage in westside SC 2 blks from beach

Gingerbread-like cottage (600 square feet) was built from old growth redwood in 1922. Since remodeled with all the amenities. A private sanctuary, set back and hidden from street. Two block walk to ocean along tree-lined path in a quiet neighborhood on the west side. Serene and tranquil, lovely outdoor deck and garden. Half mile from selection of boutique wine tasting, breweries, and coffee roasters. We apologize for not being able to host children under 5 for safety reasons. 2 night minimum

A spacious deck is showcased with comfortable seating arrangements, complemented by a dining table. Lush greenery in planters is visible, along with panoramic ocean views under a clear blue sky. A cozy rug anchors the seating area, inviting relaxation.

4.96 out of 5 average rating, 112 reviews

Relax + Unwind in Brand New 2BD Modern Bch Retreat

Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

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.

4.98 out of 5 average rating, 232 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

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, 144 reviews

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

Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

The exterior of a single-story home is shown, featuring a welcoming entrance with a wooden door. Lush greenery surrounds the front, including shrubs and trees. The clear blue sky provides a bright backdrop, and the home is designed with a mix of textures and colors.

4.78 out of 5 average rating, 137 reviews

Pleasure Point Pura Vida

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!

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.

4.99 out of 5 average rating, 191 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, 245 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!

A spacious deck is visible, adorned with modern outdoor furniture and surrounded by lush greenery, creating an inviting outdoor space. Large sliding glass doors lead into a bright interior with a cozy seating area and a fireplace, blending the indoor and outdoor environments.

4.99 out of 5 average rating, 244 reviews

Modern Beach Retreat-Free EV Charging

This open and airy modern home is a 5 minute walk to Rio del Mar beach. Enjoy the clean design, large deck and indoor outdoor living. Numerous outdoor activities at your doorstep including golf, world class surf breaks, and renowned biking and hiking trails in the forest of Nisene Marks. Equipped with high speed internet, a projector and Sonos sound system. Our place comfortably hosts five and is good for couples, business travelers, solo, and families.

4.82 out of 5 average rating, 380 reviews

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

Unwind by the Bay at this luxury Aptos beach bungalow near Rio Del Mar Beach. Enjoy cathedral ceilings, a private outdoor hot tub, heated bathroom floors, and a fully equipped kitchen. Perfect for couples, small families, or remote stays with Wi-Fi and Roku TV. Walk to the beach or explore nearby Seacliff State Beach, Capitola Village, and Santa Cruz Boardwalk. Relax, recharge, and soak up Monterey Bay’s coastal charm. Permit #211099

The spacious living area features a dark couch with light throw pillows, complemented by a wooden coffee table. Natural light filters through large windows, highlighting the blue walls and the staircase leading to the loft. A green area rug enhances the inviting atmosphere.

4.98 out of 5 average rating, 524 reviews

Wave House by the Beach for Two!

PLEASE READ ALL DETAILS: Spacious house with a loft bedroom, bathroom with shower/bathtub, skylights, full kitchen, large living room and dining area. Lots of light. Two decks, yard, driveway and garage for parking. Only a 0.3 mile walk to the beach and boardwalk. A 0.4 mile walk to the wharf. And a 0.7 mile walk to downtown. Lots of outdoor activities in the area! Unfortunately the house is not suitable for children under 10.

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, 766 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.

Popular amenities for house rentals in Pleasure Point

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Spacious living area features large glass doors that provide stunning views of the ocean and natural light. A cozy sectional sofa with blue and white accents is complemented by a wooden coffee table. The open kitchen is visible, showcasing light cabinetry and modern appliances.

5 out of 5 average rating, 20 reviews

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

An aerial view captures the lush landscaping of the resort, featuring three swimming pools surrounded by greenery. The coastline stretches in the background, while ponds with palm trees accentuate the serene environment. Resort buildings are visible, blending harmoniously with the natural surroundings.

4.84 out of 5 average rating, 44 reviews

Seascape Ocean Front Villa

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, 144 reviews

Santa Cruz Beach House with Pool & Spa

4.64 out of 5 average rating, 22 reviews

Panoramic Ocean Views!

5 out of 5 average rating, 8 reviews

Home in Soquel

Coastal Creekside Retreat: Pool, Spa & Campfire

4.97 out of 5 average rating, 36 reviews

A spacious living area features a large, L-shaped sofa, accompanied by side tables and lamps. Large windows provide natural light and views of the greenery outside. A modern fireplace is centered against a white brick wall, with a television positioned nearby.

Home in La Selva Beach

La Selva Seaside Sanctuary

4.93 out of 5 average rating, 42 reviews

A spacious backyard features a large swimming pool surrounded by lounge chairs and umbrellas. Palm trees and vibrant landscaping enhance the tranquil atmosphere. A hot tub is positioned nearby, and the area is enclosed by wooden fencing for added privacy.

Home in Felton

Tropical Felton Oasis

4.98 out of 5 average rating, 105 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

Weekly house rentals

4.84 out of 5 average rating, 292 reviews

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

A dining table is set with elegant place settings on a polished granite countertop. Fresh flowers in a vase add a pop of color, complemented by yellow lemons placed on the table. Elegant glassware and decorative floral accents create a welcoming dining atmosphere.

4.95 out of 5 average rating, 192 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

A sunlit living area features a high wooden ceiling and vibrant yellow walls. A comfortable seating area includes a white sofa with colorful pillows. Large windows provide views of the outdoors, while a sturdy wooden dining table and chairs complement the rustic decor.

4.96 out of 5 average rating, 183 reviews

Escape to "Enseñada Del Sol" Beach House

4.95 out of 5 average rating, 261 reviews

Classic Beach House - Walk to Seacliff Beach

4.98 out of 5 average rating, 130 reviews

A spacious living area features a large gray sectional sofa paired with a circular coffee table. Natural light filters through large windows, illuminating the room's neutral decor. A dining area with a dark wooden table and matching chairs is visible in the background, offering ample seating.

Home in Scotts Valley

Treescape House, Scotts Valley/Santa Cruz Getaway

4.97 out of 5 average rating, 422 reviews

A spacious outdoor patio features a round dining table surrounded by chairs, with a detached lounge area including a couch and lounge chairs. The ground is tiled, and a patterned rug adds a decorative touch. Two large umbrellas provide shade against the sun.

Home in Upper Seabright

Peaceful & Private Seabright, 1 mile from beach

The living area is designed with a large sectional sofa and an ottoman on a striped rug. A dining table with metal chairs sits nearby. A television and bright window allow for ample natural light, enhancing the space's open feel.

4.98 out of 5 average rating, 240 reviews

The Seacliff Family Beach House!

A modern kitchen features a central island with seating for five. Stainless steel appliances and an array of open shelving showcase glassware and dishware. Wooden beams accent the ceiling, while warm wood flooring complements the bright, airy ambiance.

5 out of 5 average rating, 106 reviews

Modern Beach House/Short walk to beaches/Boardwalk

Private house rentals

4.95 out of 5 average rating, 21 reviews

A cozy living area is featured, showcasing a deep blue sofa adorned with decorative pillows. Two large windows allow ample natural light, while a pair of round wooden tables sit atop a soft area rug. A surfboard rests against the wall, enhancing the beach-themed decor.

Home in Upper Seabright

Bright, Beachy 1 Bedroom +Office

A cozy living area features warm wood paneling and bright blue trim around the windows. A curved sectional sofa is complemented by a colorful cushion. A round coffee table occupies the center, and wall art reflects a beach theme, enhancing the space's relaxed atmosphere.

4.83 out of 5 average rating, 12 reviews

Pleasure Point Beach Cottage

The exterior of the home is showcased at sunset, highlighting a contemporary design with wooden accents. A spacious driveway leads to the entrance, complemented by lush greenery. Two bicycles are parked neatly, inviting outdoor exploration.

5 out of 5 average rating, 22 reviews

Surf Loft just blocks from Pleasure Point!

A charming cottage exterior is presented, featuring a manicured lawn surrounded by blooming flowers. A welcoming pathway leads to the front door, while two blue Adirondack chairs are placed on the porch, inviting relaxation in a peaceful outdoor setting.

4.77 out of 5 average rating, 141 reviews

Cozy Capitola, Santa Cruz Home-Beach, Pleasure Pt.

4.93 out of 5 average rating, 188 reviews

A bright living area is highlighted by large windows, allowing natural light to fill the space. A sectional sofa and armchair provide seating options. A floor lamp and side table create a cozy nook, while a piece of wall art adds a touch of color.

Home in Felton

Cheerful 2-Bedroom Home in sunny Felton

The upstairs great room features large windows that allow natural light to fill the space. A cozy seating area is arranged around a fireplace, with a dining table positioned nearby. A flat-screen TV stands on a shelf, complemented by decorative elements.

4.99 out of 5 average rating, 139 reviews

Short walk to beach - Perfect beach getaway

A light blue bungalow with a charming front entry features a wooden door and white picket fence. A well-kept lawn surrounds the home, and a cozy garage is visible on the right side. The setting is peaceful, with trees in the background under a clear blue sky.

4.96 out of 5 average rating, 99 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

An aerial view showcases the proximity of the property to the beach, highlighting the expansive coastline and clear blue waters. The surrounding area features various coastal homes along a road, with the ocean stretching into the horizon under a bright, sunny sky.