Holiday rentals with a kayak in Santa Cruz County

4.84 out of 5 average rating, 317 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, 119 reviews

Condo in Aptos

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.

Guest favourite

Cabin in Bonny Doon

5 out of 5 average rating, 50 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 Moss Landing

4.98 out of 5 average rating, 210 reviews

An oasis on a private retreat

A beautifully secluded area (40+ acres) surrounded by natural beauty with lovely views of Elkhorn Slough and the Pacific Ocean, away from the maddening crowd. Yet, accessible to Carmel / Pebble Beach / Santa Cruz. A variety of outdoor activities, including hiking, bicycling, kayaking, golfing and whale watching. A full breakfast is served daily. It should also be noted it is a gated property and the home is accessed through a dirt / gravel private country lane which is 0.75 mile from the gate.

Guest favourite

Guest suite in Boulder Creek

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

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.

5 out of 5 average rating, 138 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, 44 reviews

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.

5 out of 5 average rating, 29 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!

4.85 out of 5 average rating, 136 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.❤️❤️

4.98 out of 5 average rating, 83 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.

Guest favourite