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Holiday rentals 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 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, 201 reviews

Relaxing Modern Home|Chefs Kitchen|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

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, 209 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 favourite
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, 1,089 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.

Guest favourite
A cozy studio suite features a spacious bed dressed in light linens, accented by decorative pillows. Natural light enters through a nearby window, illuminating a piece of wave-themed artwork on the wall. A bookshelf stands nearby, providing storage and decorative space.
Guest suite in Santa Cruz
4.91 out of 5 average rating, 299 reviews

Slice of Paradise Santa Cruz

Comfortable, cozy spot to call home base during your adventures throughout Santa Cruz. Permit #231358. Our Midtown neighborhood is centrally located, just two miles to the Beaches, Santa Cruz Yacht Harbor, Capitola Village, & Downtown Santa Cruz. Your suite entrance is behind a locked combination entry gate and door and is attached to the main house on the first floor, which shares a small wall that's been upgraded to ensure complete privacy. There is no living space above your suite.

Top guest favourite
The entrance to the guest suite is framed by lush greenery and decorative pots. A pathway of stones leads to a white door, adorned by charming string lights. The evening sky adds depth to the scene, enhancing the welcoming ambiance of the space.
Guest suite in Santa Cruz
4.98 out of 5 average rating, 617 reviews

Garden Oasis for Guests to Relax, Surf & Adventure

Welcome to our Artistic Garden retreat! Centrally located in the heart of Santa Cruz, 1 mile from Sunny Cove Beach and Pleasure Point. Close to the boardwalk, yacht harbor, Downtown Santa Cruz & Capitola. Enjoy the suite & spacious lush yard, fully furnished, outdoor area . Our 1/2 acre farmhouse lot is a garden oasis with lush palms, proteas, bamboo & succulents weaving throughout. Our garden and private lot have it all! 1 night stay ok when available just ask. No animals allowed.

Top guest favourite
The charming exterior of a bungalow is showcased, featuring a light blue front door and large windows offering natural light. Comfortable wooden chairs are positioned on the small deck, with surrounding greenery that adds a welcoming touch to the home.
Home in Santa Cruz
4.99 out of 5 average rating, 197 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, 193 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 bright living area features a comfortable gray sofa adorned with colorful cushions. Natural light pours in through large windows, illuminating a patterned rug and enhancing the space's inviting feel. A stylish lamp stands beside the sofa, complementing the overall decor.
Cottage in Santa Cruz
4.97 out of 5 average rating, 168 reviews

La Casita del Mar at Twin Lakes Beach

Cozy beach cottage located 3 blocks from Twin Lakes Beach and Santa Cruz Harbor! (Permit 211376) Coffee shops and eateries are just around the corner with easy access to the Boardwalk and downtown Santa Cruz. Highly desirable parking on premises. An outdoor dining area is in back with a quaint sitting area in the front. Come and experience the Santa Cruz life in this adorable home!

Top guest favourite
A wooden gate provides access to the outdoor area, framed by a tree. A yellow bicycle is parked beside the gate, adding a bright touch to the natural surroundings. The wooden sign above hints at a welcoming atmosphere.
Guest suite in Santa Cruz
4.89 out of 5 average rating, 439 reviews

Savasana Surfer's Retreat

A simple and cozy abode for couple's getaway, outdoor enthusiasts, or solo travelers. Tucked away in a residential cul-de-sac with easy access to the harbor and local beaches via 2 complimentary beach cruisers. Completed with a semi-outdoor restroom and hammock, the Savasana Studio is a great alternative for a relaxing and cost-effective way to stay in Santa Cruz!

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£243£251£251£266£254£295£318£309£266£253£260£262
Avg. temp11°C12°C13°C14°C15°C16°C17°C18°C18°C17°C13°C11°C

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 £37 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    170 of Pleasure Point holiday rentals include wifi 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!