House holiday rentals in Pleasure Point

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Top-rated house rentals in Pleasure Point

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Guest favourite
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.
Home in Santa Cruz
4.78 out of 5 average rating, 665 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

Top guest favourite
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.
Home in Santa Cruz
4.98 out of 5 average rating, 239 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

Guest favourite
An open-plan living area features a comfortable couch with floral accents, adjacent to a wood stove. Large windows and a skylight enhance natural light, while a flat-screen TV is positioned nearby. The space is finished with warm carpeting and neutral-toned walls.
Home in Aptos
4.94 out of 5 average rating, 514 reviews

The Fox's Den A Relaxing 1 Bedroom Redwood Retreat

Relax in your own forest retreat in the beautiful redwoods of Nisene Marks State Park, yet amazingly only 2. 3 miles from Rio Del Mar beach. Permit #181122. You’ll love the cozy fireplace, the views, and it's proximity to Aptos Village. The location is ideal if you want to begin your day with a bike ride or a hike through the forest. Or you may want to take the short drive or cycle to the beach, soak up some sun, catch some surf and listen to the waves splash against the sand until the sunset.

Guest favourite
The exterior of the two-story home showcases a modern design with a combination of wood and gray siding. A large window allows natural light to enter, while a tree provides shaded greenery in the front. A walkway leads to the entrance, and parking spaces are visible.
Home in Capitola
4.89 out of 5 average rating, 113 reviews

Capitola Village Wind + Sea Home

Our beautifully renovated 2 bedroom (Both upstairs) and 2 full bathrooms (One on the ground floor and one on the upper floor) along with a ground floor plush queen sleeper sofa and ground floor great room with dining for 7 plus a bar table separating the kitchen from the living room is in the perfect location. Walk to the beach, shops, restaurants, or a nice walk along the river. We are right in the Capitola Village. We hope you enjoy your stay. If you have questions, we respond promptly.

Top guest favourite
An open living area showcases wood flooring and exposed beams. A coffee table sits at the center, surrounded by a casual sofa and a cozy armchair. Natural light enters through a window, illuminating the space, while the kitchen and dining area are visible in the background.
Home in Santa Cruz
4.91 out of 5 average rating, 513 reviews

Kid-Friendly Beach Cottage-Beach Gear-Aquarium tix

Kid-Friendly 2 br Beach cottage just 5 min walk to Twin Lakes Beach! Short walk to Sunday Farmers Market, cafés, dining & surf spots. Newly remodeled w/ modern kitchen, wood floors & stainless appliances. Fully fenced yard with turf—perfect for kids! Includes games, books, beach gear (incl. wagon, double stroller, toys), bikes, washer/dryer. Short bike ride/drive to Pleasure Point & Beach Boardwalk. 2 Monterey Bay Aquarium tix included. Pet friendly with owner approval before booking.

Top guest favourite
Home in Santa Cruz
4.79 out of 5 average rating, 144 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 favourite
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 out of 5 average rating, 200 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 favourite
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.
Home in Santa Cruz
4.96 out of 5 average rating, 251 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!

Guest favourite
An open kitchen and living area are highlighted, featuring a modern counter with three bar stools. Bright wood flooring complements the white cabinetry and stainless steel appliances. A dining table for four is visible in the background, seamlessly connecting the spaces.
Home in Upper Seabright
4.95 out of 5 average rating, 374 reviews

Sunny Seabright Beach House

Sunny beach house located in Midtown, Santa Cruz. Amazing location with a five minute walk to the Santa Cruz Beach Boardwalk. Just a few blocks from Seabright Beach, the Santa Cruz Yacht Harbor and some of the best local restaurants and breweries in town. The home boasts a well-furnished rooftop deck, a beautiful open floor plan, and a fully equipped kitchen. This house is cozy, bright, and inviting. You will surely love your stay here!

Top guest favourite
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
4.98 out of 5 average rating, 801 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.

Top guest favourite
The living room features a spacious sectional couch adorned with decorative pillows. A wooden coffee table centers the room, complemented by a large flat-screen TV mounted on a wooden console. Natural light streams in through multiple windows, enhancing the inviting atmosphere.
Home in Upper Seabright
5 out of 5 average rating, 265 reviews

8 Palms

Clean and Comfortable 2 bedroom 2 bath Ranch Style House in a Great Central Location!!! Close to Downtown, The Santa Cruz Beach and Boardwalk, The Santa Cruz Wharf, Seabright Beach, The Boat Harbor, The Crows Nest, Seabright Social, The Buttery, Lillians Italian Restaurant, The Crepe Place, Shoppers Corner, Whole Foods. Basically there are a bunch of great amenities very close.

Superhost
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.
Home in Santa Cruz
4.82 out of 5 average rating, 111 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.

Popular amenities for house rentals in Pleasure Point

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Avg. price$451 SGD$444 SGD$461 SGD$473 SGD$495 SGD$585 SGD$631 SGD$595 SGD$506 SGD$502 SGD$535 SGD$550 SGD
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Quick stats about house rentals in Pleasure Point

  • Total holiday rentals

    Explore 120 holiday rentals in Pleasure Point

  • Nightly prices starting at

    Pleasure Point holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    120 of Pleasure Point holiday rentals include wifi 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!