Family-friendly holiday 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!

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

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.

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.

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.

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!

Beach View Cottage - Hot Tub

Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

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.

La Casita del Mar (The Seaside Cottage) 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!

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!

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.