Holiday rentals with a kayak in Santa Cruz County

A comfortable hammock hangs from a porch, offering a relaxing spot with an unobstructed view of the ocean. The surrounding scenery features vibrant greenery and a glimpse of passing vehicles along the road, enhancing the coastal atmosphere.

4.84 out of 5 average rating, 361 reviews

Full Ocean View Cottage!HotTub+Bikes+Srfbrds+Kayak

Our cute beach home offers the best Santa Cruz location! First house in from the ocean, with fantastic ocean views. Watch whales passing by from the deck, ride the bikes down beautiful west cliff drive to the Boardwalk and Wharf down the street, take the surfboards out to Steamer Lane, launch the 2 person sea kayak from the harbor (already there, ready to launch), and come back to soak in the hot tub. **Are you getting a message from Airbnb blocking you from booking? Message us we can fix it**

4.96 out of 5 average rating, 141 reviews

A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.

Condo in Aptos

Royal Villa - Ocean View - Heated Pool - Seascape

If you're looking for the best, you've found it. There's not a larger or better 1 bedroom condo in the main building at Seascape. It is the only 864 sq ft end unit with ocean view balcony and lots of windows to let the light in! Oh, and has a actual kitchen with a full size fridge and dishwasher. No matter what special occasion brings you to town, this is the condo you will want stay in! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities.

4.97 out of 5 average rating, 115 reviews

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up on a comfy couch, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

Guest suite in Boulder Creek

A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.

4.9 out of 5 average rating, 1,107 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

4.93 out of 5 average rating, 40 reviews

A modern gray sofa is positioned against a curved window, allowing natural light to enter the space. A decorative lamp offers a warm glow on the windowsill. A clock can be seen on the wall opposite the sofa, with a door visible in the background.

Tiny home in San Jose

Brand new small San Jose home-Built 2024

Brand new 800sqft - 2B/2B home includes kitchen with coffee bar, 4K 50" Fire TV, record player, toto toilets, basic first aid kits in medicine cabinet, and a small sofa bed in living room. I try to put everything you need in the bathrooms :) There are ceiling fans and desks in both rooms. Shower/restroom in master room and 1st floor. Easy street parking right in front of home. No shoes ($100 violation if worn). *Welcome to bring your own indoor slippers or shoes :) Blinds on all windows

An outdoor deck is presented with wooden flooring, featuring a grill and a vintage freestanding red bathtub. Curtains in deep blue provide privacy. Tall trees and foliage are visible in the background, enhancing the connection to nature.

Cabin in Los Gatos

4.66 out of 5 average rating, 35 reviews

Luxury Sunset Cabin with Loft

Relax and; recharge at this rural homestead in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area, Luxury Sunset Loft Cabin offers luxury accommodation in a rustic mountain setting. With nature trails on-site and the Saratoga Gap down the road you won’t have to go far conveniently located between Silicon Valley and Santa Cruz. The property offers sweeping views of the Pacific Ocean mountains and the South Bay from 2800ft.

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 181 reviews

Beach Front Dream House! Hottub/E-Bikes/Surfboards

Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

Superhost

A welcoming living area features exposed wooden beams and a cozy wood-burning stove. A blue sofa sits opposite a round dining table, surrounded by a mix of colorful artwork and natural light streaming through the windows, creating a bright and inviting atmosphere.

4.83 out of 5 average rating, 65 reviews

Chic Coastal Cottage w/ Kayak, Hot Tub & Surf Gear

Chic beach cottage tucked away on a private street, just blocks from 26th Ave Beach, The Hook, and Pleasure Point. Relax in the private backyard with a hot tub, outdoor hot/cold shower, deck with dining area, and don't forget to check out the hammock! Artfully designed with an eclectic vibe that offers a comfortable and memorable stay. Walkable to popular cafés and shops—perfect for surf trips or a relaxing escape blending coastal charm, relaxation, and your own unforgettable experience!

Tent in Los Gatos

New place to stay

Lotus Belle Yurt

This unique luxury camping tent is located near Los Gatos, California, and can accommodate four guests. The bell tent features a comfortable queen-size bed and a futon that sleeps two. There is one private full bathroom just outside the tent with a shower, a sink, and a toilet. Linens and towels are provided. The futon can act as a sofa, providing a nice living space where glampers can relax and watch television. There is also a small desk with chairs and a mini-fridge. Other amenities

4.99 out of 5 average rating, 253 reviews

Home in Aptos

Charming Beachfront Cottage

Oceanfront Beach House with views from every room! Steps from the beach. Gorgeous sunsets on the spacious deck with views of Santa Cruz coastline. Close to wine tasting, vineyards and breweries. Prime location, Rio-del-Mar beach, walking distance to coffee shop, restaurants, store and State Park. Perfect for a Romantic get away or family vacation! No more than 6 guests. Includes Outdoor shower, Boogie boards (2), sand toys, Beach chairs Beach towels, Wetsuit

A spacious deck features comfortable adirondack chairs arranged around a fire pit, with the ocean and lagoon visible in the background. Eucalyptus trees provide shade and a natural ambiance, enhancing the serene atmosphere of this outdoor space.

4.96 out of 5 average rating, 112 reviews

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.

Superhost

An aerial view captures the shoreline where waves meet the sandy beach. The coastline curves gently while a road runs parallel, with houses visible along the street. The vibrant colors of the ocean and sand contrast against the greenery nearby.