Holiday rentals with beach access in Pleasure Point

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

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.

Whiskey Hollow A-Frame: As feat'd in Condé Nast!

Featured in Condé Nast's "30 Cozy A-Frame Cabins for Cold-Weather Getaways", Whiskey Hollow is a romantic retreat! View majestic Redwoods from the loft bed, luxuriate in the oversized bathtub by candlelight, cozy up in front of the wood fireplace, or cook a meal in the fully appointed kitchen. Nestled in the woods, you would never guess that it's only 2 miles to downtown Felton, 1.5 miles to Henry Cowell State Park, 15 min to downtown Santa Cruz, and 20 min to the beach (Permit #191282).

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.

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!

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!

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.

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.

Gorgeous Bungalow 3 blocks to beach

Welcome to the Gladys house! Local permit #231060—Situated in the Jewel Box above Capitola, sleeps 5/6 , has 2 full baths, 2 bedrooms and a convertible workspace. Enclosed yard, koi pond.. walk to anything. Dogs ok (but please read on..) Quiet neighborhood,- outdoor shower/bath, bikes to borrow, parking for 3 vehicles. EV charger, BBQ- everything you need to enjoy the area!

Sea Otter Cottage in Santa Cruz!

This quaint cottage, just a block and a half from the beach, was built in the early 1900's yet lovingly updated to maintain Old World Charm. Take a short stroll to the beach, quaint restaurants, shopping or the harbor. Enjoy provided paddle boards, cruiser bikes & boogie boards or have a bonfire in the backyard before ending your day with a relaxing soak in the hot tub!

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!