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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Guest favourite

Guest house in Santa Cruz

4.98 out of 5 average rating, 480 reviews

Garden Oasis Guesthouse 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. Detached guesthouse & spacious lush yard, fully furnished, outdoor area and more. 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.

16–23 Jul

₹13,475 per night

Guest favourite

Home in Santa Cruz

4.99 out of 5 average rating, 216 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.

11–18 Dec

₹71,833 per night

Guest favourite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 629 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!

28 Sep – 5 Oct

₹6,327 per night

Guest favourite

Guest suite in Santa Cruz

4.82 out of 5 average rating, 998 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. Garden hot tub, meditation & QiGong instruction, bicycle loan, allergy-free, healing sessions, and low-EMF option--renewing for heart, body & soul. Sunrise/sunset at beach.

18–25 Sep

₹10,679 per night

Guest favourite

Guest suite in Santa Cruz

4.92 out of 5 average rating, 141 reviews

Cute Pleasure Point Studio - Walk to the 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 different 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.

5–12 Sep

₹10,563 per night

Guest favourite

Home in Santa Cruz

4.98 out of 5 average rating, 151 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

4–11 Mar

₹31,205 per night

Guest favourite

Home in Santa Cruz

4.97 out of 5 average rating, 256 reviews

@visitpleasurepoint

Location. Location. Location. This new to the market, freshly-updated 900 sqft beach house is located in the heart of Pleasure Point on a quiet residential street. Only 200 feet from the beach and the famed Jack O'Neill surf spot. The house is directly between surfing spots at The Point and The Hook, a 3 minute walk. It is also a short stroll along the beach to shopping and restaurants. If you are looking to live “The Point” lifestyle, there is no better location. You can walk everywhere!

6–13 Jun

₹40,959 per night

Guest favourite

Cottage in Santa Cruz

5.0 out of 5 average rating, 119 reviews

Surf Cottage in Pleasure Point

Tucked into a tree lined corner of charming Pleasure Point you'll find the Surf Cottage, a relaxing escape from the everyday hustle. Located just a short walk from ocean views, sandy beaches and world famous surf, the home is decorated in a coastal-modern style which includes rare vintage finds, Moroccan rugs, and a collection of found objects and artwork from around the world. Come feel the breeze, slow down, and enjoy all that the Surf Cottage and Santa Cruz have to offer.

28 Aug – 4 Sep

₹38,145 per night

Guest favourite

Guest suite in Santa Cruz

4.97 out of 5 average rating, 170 reviews

Studio Cruz - One mile to Sunny Cove Beach!

Studio Cruz is a private, fully furnished abode above our garage. Private entrance & key code lock for your convenience. Queen sized bed, loveseat, reclining chair, kitchenette with sink, fridge, hot/cold water dispenser, microwave & your own private bath. Wifi, TV with Netflix (no cable) and Sonos Sound Entertainment. The yard is fully fenced. Two friendly dogs & a crazy cat live on the property. Electric car charging available. (240 Volt ChargePoint) for a fee.

12–19 Jul

₹12,467 per night

Guest favourite

Home in Santa Cruz

5.0 out of 5 average rating, 127 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!

31 Aug – 7 Sep

₹41,239 per night

Guest favourite

Flat in Santa Cruz

4.89 out of 5 average rating, 763 reviews

Christine's Cottage

Christine's Cottage is a cozy and very quiet space. It is 1.3 miles from the ocean and has a queen-sized bed, full bath, small kitchen, patio and a private entrance. There is high-speed Wi-fi, Directv and Roku streaming services are included . A laundry room is available on the property. Guests love the quiet neighborhood, the close proximity to the ocean, local restaurants, shopping, and The Boardwalk. Dogs are very welcome. There is no extra charge.

24 Sep – 1 Oct

₹12,447 per night

Guest favourite

Home in Santa Cruz

4.9 out of 5 average rating, 400 reviews

180°OceanView+HotTub+EBikes+Surfboards+SUPS+Kayak

Incredible beach home with sweeping views of the ocean. Watch the waves crash from your bed. Directly in front of Pleasure Point, a world class surf spot. 180° upstairs decks to lounge & enjoy the ocean and views of the ocean from every room in the home. Hot tub, cedar sauna, 4 electric bikes, surfboards, stand-up paddle boards, sea kayak, ping pong table, basketball arcade game, and dart board.

14–21 Jan

₹67,978 per night