Vacation rentals with a kayak in Santa Clara 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, 316 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**

Top guest favorite

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

4.96 out of 5 average rating, 117 reviews

Royal Villa - Ocean View - Heated Pools - 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.

Top guest favorite

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

5 out of 5 average rating, 46 reviews

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 by the fireplace, 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.

4.89 out of 5 average rating, 1,055 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

4.88 out of 5 average rating, 24 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 built 2024. This home includes kitchen with coffee bar, 4K 50" Fire TV, record player, toto toilets, basic first aid kits in medicine cabinet, and sofa bed in living room. Both rooms on 2nd floor include ceiling fan and desk. Shower/restroom in master room and 1st floor. Entire home is brand new so PLEASE RESPECT THE NO SHOE POLICY. I do my best to keep it clean and expect the same. ($100 violation fee for shoes.) Location: Cambrian area near major highways.

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, 133 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!

4.91 out of 5 average rating, 43 reviews

A gated deck overlooking the beach features a dining table with four chairs, shaded by a pink and white striped umbrella. The sandy shoreline and ocean are visible in the background under a clear blue sky, offering a serene outdoor space for relaxation.

Home in Aptos

Charming Beach Front Home on the Island

Welcome to the perfect family vacation destination! Our charming 3 bedroom (plus bonus room), 2 bathroom house is RIGHT on the beach. No walking across the street or driving to get to the beach. We are the only house on the "Island" strip with a gated deck. It's the perfect house for a memorable vacation, family reunion, or just an oceanic escape. This 1930's Greek styled home has views of the ocean, a cozy fireplace to keep you warm, a washer/dryer, 2 TV’s and free WIFI.

Top guest favorite

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.

5 out of 5 average rating, 27 reviews

Coastal Cottage Steps to Pleasure Point w/Hot Tub

Stylish 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 chic 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 adventure!

A vibrant garden area features a stone wall bordered by an array of colorful flowers, including orange poppies and other blooms. The blue house with large windows serves as a charming backdrop to this lively outdoor space, creating a welcoming atmosphere.

4.84 out of 5 average rating, 134 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

❤️ Relax with the whole family at this peaceful place to stay. 2 blocks from the beach this Santa Cruz beach-styled house is perfect for enjoying Santa Cruz. (VacPer 2211043) 3 bedrooms. A master with a ensuite, 2 other bedrooms and there is a pull out sofa in the living room for the 4th bed. Enjoy fast Wifi, surfboards and other play equipment. The gardens are beautiful, a fire pit and horseshoe court it makes the backyard a beautiful place.❤️❤️

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.

4.98 out of 5 average rating, 80 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.

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.

4.89 out of 5 average rating, 484 reviews

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