Family-friendly holiday rentals in Pleasure Point

This is our favorite place to stay in Santa Cruz. There are little markets walking distance, some restaurants but the best part is the ocean is right there 2minute walk! Also, if the ocean is too cold for us adults to get in, the house has a jacuzzi for us to enjoy in the evening. In the mornings, I enjoy sitting on the balcony listening to the birds and smelling the ocean breeze while I enjoy my hot cup of coffee. Great place to take the family. The host is very responsive.

Sun was very helpful and communicative. Sun’s place is a short drive to some lovely beaches, close to a nice park, and centrally located for all the activities we had planned. We had 4 young kids with us (ages: 1, 3, 6, and 9), and it was very family and kid-friendly. Would recommend highly!

What a beautiful and relaxing short stay we had at Sea Otter Cottage! From soaking in the soothing hot tub to playing in the charming garden, every moment was delightful. Our 5-year-old loved exploring the lovely surroundings, the toys in the house and we truly felt at home in this cozy, welcoming house. Thank you so much for sharing your wonderful space with us—we will cherish the memories made here and hope to return at some point!

Can’t say enough about the attention to detail instructions didn’t have to ask a question once. the amenities of the kayak, e bikes hot tub. lighting and that dyson heater OMG. well put together dwelling cute, intimate, very relaxing. Didn’t get to try brick pizza oven due to short stay but opportunity for next time. space was very efficiently put together with a lot of thought and attention to detail. unwinding by propane fire pit to top it off. Thank you for hosting a memorable home.

Annie was a great host and the place was exactly as described and just what we needed for a relaxing beach getaway. We loved the hot tub in the backyard and the beach cottage feel of the place. Thank you for hosting us!

Erin and all other Co-Host’s were certainly kind and helpful. The place was beautiful and the decoration made it feel like home. Our stay was wonderful and we cannot wait to do it again!

This is a very nice home in a great location. We had a lot of fun!

Joyce’s place was clean and had a really great location. We thought we were right on the Cliff so that was kind of a bummer to have a house in front of our ocean view. But the place was really nice, and very clean! The space was really cool and had great decoration. Beds were comfortable. Kids were happy. We loved playing in the hot tub and in the garden in the backyard.

Thank you for the local recommendations. We tried several restaurants on the list and all were great. The local access to Zils Beach was a highlight so thanks for making sure we knew about it!

I would give 10 stars if I could! This tiny cute cabin is located in a very beautiful working farm, very quiet, calm and relaxing, and it’s only a 10 minute drive from Los Gatos in the Bay Area. Totally recommend it.

We had a long girls weekend at Sarah’s home. It was perfect and we loved the location, how centrally located it was to Santa Cruz, Monterey, beaches and so much more. The home was cozy and all the girls said the beds were comfortable. The kitchen was well stocked along with the linen closet. We would absolutely go back again. Sarah was an amazing host.

Ms. Jane was a great host. The space was a perfect size and had a personal entrance for guest. Also Ms. Jane communicated with and responded with in the hour of our message. The location was ideal for us. We had easy access to Santa Cuz, San Fran, Monterey and Big Sur. We would recommend our own family and friends.

Perfect spot to hang in between beach and hiking adventures. Has a great enclosed outdoor area for doggos, plus 5 minute walk to the beach. Would definitely rent again.

Great place and hosts, quiet, and spacious

Very peaceful and great place to stay

Laura’s place was spot on for our short stay. Beach was a stones throw away, which is where the kids wanted to spend their time. The place was perfect, it was clean, spacious, and well equipped. Detailed instructions for the apartment to go alongside the stay and useful local information.

We cannot save enough good things about Lisa's place- we didn't want to leave. The place had the best location! Described as 28 steps to the beach, it really is that! I was looking for a beachfront property, and this was just that. The beach was also easy to get to, unlike some of the other listings. The home was very clean and comfortable- it had a lot of high tech items, like the Lululemon exercise mirror, the table that is a high/low, standing or sitting, the sleep number beds, the restroom mirrors/shower. Lots of items were included to ensure an amazing stay-- binoculars for whale watching, sand toys on the patio, and aquarium passes. So very thoughtful! Lisa was very responsive, and I really appreciate the later checkout upon request. I wasn't feeling well that last full day and was really grateful. We were also lucky that we got to be here when the heated pools were available! My absolute favorite part was the views and proximity to the beach!

We had a wonderful short getaway at Sue’s place! The condo is just steps from the beach, pool, and jacuzzi. Falling asleep to the sound of the waves was relaxing, and the ocean breeze was very refreshing. It was exactly what we needed to reset and recharge. Everything was just as described, and we would stay here again! Thank you, Sue!

The lodging is in the back, in a garden and near the swimming pool and tennis court. The backdrop is beautiful, and the host and hostess were friendly and accommodating. There is privacy and the area offers much in terms of restaurants and shopping. The internet is broadband, so one can work in the lodging. Amy and Lou are wonderful people----worthy of friendship in any circumstance.

We loved staying at Shelli’s home in Monterey Dunes Colony. Every room was set up nicely and clean, and you could tell Shelli has put a lot of care into the home. There were 7 of us and each family member enjoyed their stay. We love staying at Monterey Dunes Colony because the location can’t be beat. Every home has their quirks but honestly we didn’t find any at Shelli’s. It was comfortable to hang out and enjoy the beach and scenery, and close enough to outdoor activities and the aquarium. The living room is set up comfortably for a big group, while offering privacy too. It was a restful and rejuvenating getaway! We plan to book again.

Himani has been very responsive to answer all questions and give good local recommendations. More importantly, the living area is well designed that you can stay so comfortable as like your home. You won’t feel cold to take shower during midnight and the comfortability of the bed is so great. It’s a very comfortable stay. I recommended this place well suited for family travel.

Staying at Seascape was the perfect kid-friendly vacation. The pool was easy to access from our condo and the views were beautiful. The condo's set-up with two bedrooms and bathrooms upstairs and a half bath downstairs was great for our family of 5. The private beach was beautiful - we saw otters, whales, and my son found two perfect sand dollars walking down the beach. It was a little bit of a trek to get down to the beach with three little kids and all the beach gear, but once we were there no one wanted to leave. Several near-by restaurants were delicious, especially the newly opened Dos Pescados. It was fairly easy to get into Santa Cruz too, but we did have to time traffic or it would double the drive time (to almost 45 minutes).

Wonderful place in a wonderful environment. We had an excellent time with the kids, very nice pool, beaches close by and in the middle of the nice green hills of California

This place was truly a gem! The wall of windows and the balcony to watch the ocean is perfection. We even saw a few seals from the balcony! The condo is clean, comfortable, and spacious. Well set up for relaxing! We felt at home- it is well appointed with everything you could need with instructions on where to find things. The location was perfect- within steps of the beach and great restaurants, easy drive to Monterey, Santa Cruz, etc. A new favorite spot for us to visit! Thanks for the hospitality!