Holiday rentals in Pleasure Point

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

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

Recently renovated with hardwood floors & appliances. Spend your next beach getaway in the heart of the Capitola Village, a 3 minute walk to the beach, restaurants & shopping. This lovely 2-bedroom, two story house has a private balcony w/a BBQ & sleeps up to 6 guests. Level 2 EV charger in garage. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 dog (40lbs +/- max) *Parking for 1 car in the attached garage (w/EV Charger) *Roku TV with Netflix, Disney+, YouTuber

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!

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.

Capitola Hideaway

Capitola Hideaway is meant to be your home away from home. Serene and cozy guest suite, close to the beach and redwoods! This pet-friendly space has everything you need for your staycation, weekend getaway or special occasion! The studio apartment has a queen-sized bed, full bath, kitchenette, patio, living area with a small convertible couch and a private entrance. No shared walls with front unit. The superhost also prioritizes deep-cleaning for the health and safety of all our guests.

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.

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.

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.

Sunny Private Suite Near Harbor & Beach

Our clean, comfortable and private suite, with attached full bathroom, includes a private entrance and small patio (Hosted Rental Permit: 181359). While attached to the main house (yes, you will probably hear us from time to time🤓), it is completely private, locked off, space that is an ideal base for exploring and enjoying all that Santa Cruz offers. Our perfect escape for two is 3/4 mile from the S.C. Harbor and centrally located between Capitola and downtown Santa Cruz.

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!

The Hen House Haven

Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!

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.