Holiday houses in Pleasure Point

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Top-rated holiday rentals in Pleasure Point

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.
Guest suite in Scotts Valley
4.96 out of 5 average rating, 797 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

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, 238 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

Top Guest favourite
A comfortable living area features a light gray sofa adorned with blue cushions, situated next to a wooden coffee table with a small plant. Natural light floods in through large windows, illuminating the space. A mirror and a vase of flowers are displayed on adjacent surfaces.
Cottage in Capitola
4.97 out of 5 average rating, 230 reviews

The Capitola Cottage - Your Dream Beach Getaway!

Sunny historic cottage was built in 1918 and completely remodeled in 2015. Steps to the beach and surf. In the heart of Capitola Village. Surrounded by restaurants and boutiques. Short get-away from Silicon Valley Best small beach town in California. Self Check-In Quality Furnitures Fully Equipped Kitchen for Guests to cook their meals Plush Towels Salon Bath Products Beach towels Beach Chairs & Umbrella Boogie Boards Board Games Nintendo Switch Dock Instant Pot Coffee and Tea Weber BBQ Grill

Guest favourite
An outdoor space is presented, featuring four Adirondack chairs arranged around a wooden coffee table. Large concrete pavers lead to the entrance, surrounded by native coastal landscaping and pebbles. A privacy fence offers an intimate setting in this thoughtfully designed area.
Cottage in Santa Cruz
4.93 out of 5 average rating, 202 reviews

Modern Coastal Home|Central Location|Private Patio

Spend your coastal vacation in this newly designed 1940’s Cottage. Thoughtfully designed with a mix of both modern and traditional elements, this Cottage feels warm and inviting from the moment you enter the space. Enjoy the beautiful California weather in the private patio featuring native coastal landscaping. Whether you are spending your days at the beach, surfing, exploring the Redwoods or looking to simply unplug and unwind we look forward to hosting you at our Coastal Cottage. P# 221094

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, 508 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.

Top Guest favourite
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.
Guest suite in Santa Cruz
4.95 out of 5 average rating, 210 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.

Guest favourite
A private garden patio is featured, containing a round table with two chairs. Each chair is accompanied by a throw pillow. A small vase with flowers sits on the table, and colorful signage is visible on the fence in the background.
Place to stay in Santa Cruz
4.96 out of 5 average rating, 132 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.

Guest favourite
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.
Guest suite in Santa Cruz
4.83 out of 5 average rating, 1,137 reviews

Jade Studio by Beach at Jasmine Garden Oasis

Jasmine Garden Oasis Retreat House—3 block walk to quiet beaches. Ideal for individuals, couples, or families seeking serenity. SC Permit # 231326. Two upstairs independent guest studios inside our home, each with queen bed and extra beds for $25 charge: Jade Studio with private deck, and Birdsong Studio overlooking garden and hot tub. Meditation & QiGong instruction, bicycle rental nearby, allergy-free, healing sessions, low-EMFs--renewing for heart, body & soul. Sunrise/sunset at beach.

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
4.99 out of 5 average rating, 198 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!

Guest favourite
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
4.86 out of 5 average rating, 316 reviews

Pleasure Point Beach Cottage

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!

Top Guest favourite
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
4.97 out of 5 average rating, 194 reviews

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.

Top Guest favourite
A cedar hot tub is positioned against a vibrant orange wall, offering a private and serene setting. Surrounding the hot tub is a small glass-top table accompanied by four black wicker chairs. A bouquet of flowers adds a touch of color to the table.
Bungalow in Santa Cruz
4.95 out of 5 average rating, 452 reviews

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.

Popular amenities for Pleasure Point holiday rentals

When is the best time to visit Pleasure Point?

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Avg. price$538 NZD$556 NZD$556 NZD$589 NZD$561 NZD$653 NZD$704 NZD$683 NZD$587 NZD$559 NZD$576 NZD$579 NZD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Pleasure Point?

    Four-legged friends are welcome in Pleasure Point. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pleasure Point?

    Yes! Work meets play with ease at over 70 vacation rentals in Pleasure Point featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Pleasure Point have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Pleasure Point. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pleasure Point have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Pleasure Point. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Pleasure Point?

    Pleasure Point has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Pleasure Point?

    Experience the best of Pleasure Point with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Pleasure Point have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Pleasure Point. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Pleasure Point?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 60 homes with a bbq area, over 110 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Pleasure Point

  • Total holiday rentals

    Explore 170 holiday rentals in Pleasure Point

  • Nightly prices starting at

    Pleasure Point holiday rentals start at $82 NZD per night before taxes and fees

  • Verified guest reviews

    Over 18,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Pleasure Point holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Pleasure Point rentals

  • 4.9 Average rating

    Pleasure Point stays are highly rated by guests—averaging 4.9 out of 5!