Vacation rentals in Pleasure Point

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Top-rated vacation rentals in Pleasure Point

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Top guest favorite
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
4.96 out of 5 average rating, 135 reviews

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

Top guest favorite
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 favorite
A wooden deck offers seating at bar-height chairs, with views of the lagoon and beach visible in the background. Tall trees frame the scene, creating a natural setting that invites relaxation and enjoyment of the coastal landscape.
Cottage in Santa Cruz
4.89 out of 5 average rating, 112 reviews

Ocean View 1 block from the beach Family Friendly

Beach & Lagoon Front! Views of the ocean from all decks and the kitchen/great room. 3 min walk to the beach. This house is centrally located to everything Santa Cruz has to offer. Two bedrooms, two bathrooms, a spacious layout with a large eat-in kitchen, great room, formal dining room, living room with fireplace, along with an outside deck with a fire pit This house is ideal for family get-togethers. There is nothing like sitting around the fire and listening to the waves crash on the beach.

Top guest favorite
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, 214 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.

Top guest favorite
A tranquil garden space features a wooden picnic table surrounded by lush greenery and vibrant orange trees. Various shrubs and plants create a secluded feel, while a stone border adds a natural element to the serene environment.
Guest suite in Santa Cruz
4.83 out of 5 average rating, 1,097 reviews

Birdsong Studio by Beach-Jasmine Gardens

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 favorite
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, 201 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 favorite
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!

Superhost
A cozy living space features a wood-paneled interior with a central hanging fireplace surrounded by smooth stones. Colorful bar stools provide seating at a nearby kitchen counter, complementing a casual couch decorated with ocean-themed pillows. Natural light brightens the room.
Home in Santa Cruz
4.87 out of 5 average rating, 178 reviews

Pleasure Pt Beach Home/Moran Lagoon View

Live like a local in this one of kind sunny, tranquil updated two story 2,010 sqft home which has multiple skylights and decks on both levels. Backing up to the greenbelt of Moran Lagoon, enjoy the views of the seabirds, monarch butterflies and ducks while listening to the waves. Perfect for families, romantic couples, work from home, or corporate retreats. Easy check in/check out with door access code. Santa Cruz County Vacation Rental Permit 141245.

Top guest favorite
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, 803 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.

Guest favorite
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, 453 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.

Top guest favorite
A welcoming entrance to a beach house features two bicycles, one orange and one white, parked on a stone path. Palm trees and a front porch with two chairs provide a relaxed setting, complemented by a blue front door and an inviting landscape.
Home in Santa Cruz
4.99 out of 5 average rating, 433 reviews

Pleasure Point Beach House!

PET FRIENDLY/NO CLEANING FEES/EV CHARGER Come and enjoy Pleasure Point! The Point offers world class surfing and the best neighborhood in all of Santa Cruz. Wake to the sound of surf and leave your cares at home. The Pleasure Point Beach House is a place to enjoy and relax. TOT # AB00034 License #211.113

Guest favorite
A charming entrance is framed by lush greenery, leading to a single-story cottage with rustic wooden siding. Two white rocking chairs are positioned on the porch, inviting relaxation. A curved stone pathway winds through the well-kept lawn towards the front door.
Home in Santa Cruz
4.86 out of 5 average rating, 169 reviews

Spring Break Special @ The Aloha Beach House!

THE quintessential Santa Cruz beach house in the neighborhood! Great walking location to shops, surf, breakfast spots and farmers markets. We don't mess around when it comes to relaxing and soaking up the sun! Enjoy the feeling of Aloha here & we'll see you back next year! Permit # 231168

Popular amenities for Pleasure Point vacation rentals

When is the best time to visit Pleasure Point?

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Frequently Asked Questions

  • What are the best places to stay in Pleasure Point?

    Pleasure Point has a variety of accommodations, including family homes, beach cottages, and rentals with ocean views. Many places are conveniently located near beaches, surf spots, and casual dining, making it easy to enjoy everything the neighborhood has to offer.

  • What are the best things to do in Pleasure Point with kids?

    Kids often enjoy beach outings, exploring tide pools, and playing at local parks in Pleasure Point. Consider renting bikes, flying kites, or joining a family-friendly surf lesson for an engaging outdoor experience.

  • What are some of the best things to do in Pleasure Point?

    Explore the beach, try surfing at popular breaks, or enjoy the local café scene around Pleasure Point. Art galleries, tide pools, and seaside walking paths provide relaxing ways to connect with the neighborhood’s surf and community heritage.

  • How is the weather in Pleasure Point?

    Pleasure Point has a mild coastal climate, with winter temperatures around 41–62°F (5–17°C) and summer highs reaching 74°F (24°C). Rain is more common in winter, while late spring and summer bring clearer skies and warmer afternoons.

  • When is the best time to visit Pleasure Point?

    Late spring through early fall is often recommended for its mild temperatures, more daylight, and a lively calendar of community events. Cooler months see fewer crowds and dramatic coastal views, appealing to those who prefer a quieter visit.

  • What are the best places to visit in Pleasure Point?

    Frequently suggested spots in Pleasure Point include the seaside cliffs, local surf breaks, and small art galleries. The neighborhood also has parks and gathering spaces for picnics and relaxing by the water.

  • What are some hiking trails in Pleasure Point?

    Pleasure Point has scenic cliffside paths and access to neighborhood trails overlooking the ocean. For more wooded terrain, nearby state parks frequently suggested by locals have forested and coastal hiking options.

  • What are some family activities we can do in Pleasure Point?

    Families can enjoy beach days, tide pooling, or walking neighborhood trails in Pleasure Point. Surf lessons, bike rentals, and local parks provide interactive experiences for visitors of all ages.

  • What are some of the best day trip ideas from Pleasure Point?

    Around Pleasure Point, explore neighboring coastal towns, forested state parks, or local farmers markets for distinct day adventures. Popular options include visiting redwood groves, tasting regional wines, or discovering marine life at an aquarium nearby.

  • Are there any pet friendly accommodations available in Pleasure Point?

    Many vacation rentals around Pleasure Point welcome pets, and the neighborhood has a friendly atmosphere for travelers with animals. Several beaches and outdoor cafés accommodate dogs, making it comfortable for those exploring with pets.

  • What are some local tips for visiting Pleasure Point?

    Locals often suggest visiting in the early morning for peaceful beach walks and catching the changing tides. Enjoy the area’s independent shops and consider chatting with surf enthusiasts for tips about the best breaks or tide pool spots.

  • What is Pleasure Point known for?

    Pleasure Point is known for its vibrant surf culture, picturesque coastline, and relaxed community atmosphere. The area has popular surf spots, scenic ocean overlooks, and a history rooted in beach life.

  • What are the best hidden gems to explore in Pleasure Point?

    Explore tucked-away surf breaks, small coffee shops, and local art galleries around Pleasure Point. Parks and scenic tide pools are often suggested for a quieter experience along the coast.

  • What are the best foods to try in Pleasure Point?

    Pleasure Point is known for fresh seafood, locally made burritos, and creative café fare. Many visitors also enjoy fresh pastries, acai bowls, and street tacos from neighborhood favorites.

  • What should I bring for a trip to Pleasure Point?

    Pack comfortable layers, as mornings can be cool and afternoons warmer, with temperatures ranging from 41–74°F (5–24°C) during the year. Beachwear, sun protection, and a light jacket are often suggested, especially for those planning to explore the shoreline or try surfing.

  • What is the nightlife in Pleasure Point like?

    Pleasure Point’s nightlife has a laid-back energy, with casual bars, local breweries, and spots for live music around the area. Evening gatherings often center on beach bonfires and neighborhood hangouts rather than club scenes.

  • What are the most popular events or festivals in Pleasure Point?

    Pleasure Point celebrates its surf culture with surf competitions and beachside events throughout the year. Community gatherings, art fairs, and outdoor music are often recommended, especially during the summer and early fall.

  • Are there family friendly vacation rentals in Pleasure Point?

    Pleasure Point has a range of vacation rentals, including options thoughtfully equipped for families. Many homes feature open living spaces, private yards, and easy access to the beach, creating a relaxed environment for guests of all ages.

Quick stats about vacation rentals in Pleasure Point

  • Total vacation rentals

    Explore 170 vacation rentals in Pleasure Point

  • Nightly prices starting at

    Pleasure Point vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 18,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Pleasure Point vacation 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!