Kid-friendly vacation rentals in Pleasure Point

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.

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).

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.

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!

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.

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, 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.

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. permit#191362

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!