Holiday rentals with a kayak in Monterey Bay

4.88 out of 5 average rating, 379 reviews

Guest suite in Sand City

The Ocean View on Monterey Bay, Hot Tub! King Bed!

The Ocean View is your perfect Monterey getaway! Each room has a unique theme, wake up in the Beach, unwind in the Kelp, and enjoy dinner and a movie in the Deep. Ten minutes to Breakwater and Cannery Row. Experience world-class whale watching, fishing, golf, mountain biking, kayaking, and boating. Gear and local tips available! Relax in the hot tub after hiking scenic coastal trails, charming local restaurants, and the Monterey Bay Aquarium, adventure and relaxation are right at the doorstep

Superhost

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

Apartment 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.

5 out of 5 average rating, 49 reviews

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 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, 208 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 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

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!

Superhost

Home in Del Monte Forest

4.63 out of 5 average rating, 27 reviews

Cypress Pebble Sea Manor Luxe37

Situated in the esteemed Pebble Beach community, this exquisite 4-bedroom, 3.5-bathroom residence embodies elegance and sophistication. Ideally positioned near world-renowned golf courses and the pristine Pacific Ocean, it offers a harmonious blend of luxury and natural beauty. The spacious open floor plan is illuminated by abundant natural light, highlighting breathtaking ocean views. This distinguished property presents an unparalleled opportunity for refined coastal living.

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!

Superhost

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.