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House vacation rentals in Pleasure Point

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Popular amenities for Pleasure Point house rentals

House rentals with a pool

Superhost
An aerial view captures the lush landscaping of the resort, featuring three swimming pools surrounded by greenery. The coastline stretches in the background, while ponds with palm trees accentuate the serene environment. Resort buildings are visible, blending harmoniously with the natural surroundings.
Home in Aptos
4.84 out of 5 average rating, 32 reviews

Seascape Ocean Front Villa

ShyronRating, 5 stars1 month ago
Beautiful location, very clean and place was perfect for me and my family. Will be booking again
Guest favorite
An aerial view captures a spacious home nestled among lush greenery. A distinctive pool, featuring a natural shape, is surrounded by a wooden deck and seating areas. Large windows reflect the surrounding trees, enhancing the integration of indoor and outdoor living.
Home in Santa Cruz
4.98 out of 5 average rating, 43 reviews

Alpine Retreat w/Pool, Sauna, and Soaking tub LS1

AliciaRating, 5 starstoday
We loved our stay at this stunning modern home tucked away in the Santa Cruz hills. The house feels completely private and secluded, surrounded by nature, yet it’s only about 15 minutes from town and the beach — the best of both worlds. Everything was beautifully designed, high-end, and spotless. The pool was a highlight for my kids. Perfect spot to unwind and still be close to everything. Would absolutely stay again!
Guest favorite
A contemporary oceanfront home is depicted, featuring a combination of wood and glass. Adirondack chairs are positioned on the deck, inviting relaxation. A winding path leads through coastal vegetation, connecting the home to a tranquil outdoor environment, under a partly cloudy sky.
Home in Monterey
4.9 out of 5 average rating, 157 reviews

Monterey Bay Oasis on the Ocean!

GregoryRating, 5 stars3 weeks ago
Fantastic location and home for a family get-away. Much to see and do on site and in the local area. The home is very comfortable and welcoming with all the amenities you might need and more. Can’t wait to book again!
Guest favorite
A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.
Home in Aptos
4.99 out of 5 average rating, 183 reviews

Private Pool Villa for family getaways

SaliniRating, 5 stars6 days ago
We had a wonderful time during our recent stay at Sean's place. The house is so spacious and the beds were incredibly comfortable. We especially loved the large kitchen; it never felt crowded, even with a few of us in there at once. We also really appreciated how well-equipped the kitchen was with all the pots, pans, plates, and other essentials we needed. Our kids absolutely adored the pool area! It was beautiful and private, and they had so much fun with the basketball hoop. They also loved watching the hummingbirds at the backyard water fountain and the rabbits hopping around in the garden. Overall, we had an amazing stay. Thanks for hosting us!
Guest favorite
The image captures a modern home illuminated at night, with large glass doors opening to reveal a dining and kitchen area. The reflections of the structure and overhead lighting shimmer in the clear, blue pool water, creating a serene ambiance.
Home in Felton
4.92 out of 5 average rating, 65 reviews

Redwood Oasis - Private Heated Pool by State Park!

KevinRating, 5 stars5 days ago
Very clean and comfortable. Pool was amazing. Very accommodating with a last minute change of plans on our end. Overall great stay.
Top guest favorite
A spacious living area features a large, L-shaped sofa, accompanied by side tables and lamps. Large windows provide natural light and views of the greenery outside. A modern fireplace is centered against a white brick wall, with a television positioned nearby.
Home in La Selva Beach
4.96 out of 5 average rating, 24 reviews

La Selva Seaside Sanctuary

MariaRating, 5 stars2 weeks ago
This is a beautifully kept home that accommodated all the needs of our trip. Rooms are very spacious and plenty of restrooms for everyone. Very peaceful location and host was great at communicating. We had a very pleasant stay.
Guest favorite
A serene balcony is adorned with two woven chairs facing the ocean, featuring a blue and white striped cushion with an anchor design. Potted plants and a decorative wall piece add charm, while sunlight reflects off the water in the distance.
Home in Aptos
4.92 out of 5 average rating, 568 reviews

Relax Watch Waves Crash Chic + Modern 3BD

SachinRating, 5 stars1 week ago
We had a lovely weekend with our family celebrating a birthday. The place was perfect for hosting 6 of us, walking to the beach and then driving up to Capitola and other towns very close by for celebration dinners. We enjoyed staying here and would definitely recommend others to consider for a beach getaway.
Guest favorite
An aerial view showcases the spacious school house surrounded by lush greenery. The property features a large swimming pool and a hot tub, with a wooden deck that invites outdoor gatherings. Rolling hills and farmland are visible in the background.
Home in Watsonville
4.99 out of 5 average rating, 83 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

AimeeRating, 5 stars1 week ago
This was such a wonderful stay. We had 2 families staying with kids ranging from 4-16. The house and property were fun to explore and the pool was amazing. The house was comfortable and clean and the antique and original touches were so fun. I highly recommend staying here.

Weekly house rentals

Guest favorite
A spacious living area is characterized by warm wood paneling and high ceilings. Natural light floods through large windows, highlighting comfortable seating options including a vibrant orange sofa and dark gray armchair. A dining table sits nearby, accompanied by woven chairs, while decorative artwork adds subtle color.
Home in Santa Cruz
4.84 out of 5 average rating, 273 reviews

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

Desert CollectiveRating, 5 stars1 week ago
The house was perfect for our family. The private fenced backyard, hot tub and dining areas made the space twice the size. That big beautiful maple was a treat to sit under and enjoy all the birds flying overhead to the lagoon nearby. The location is epic! We loved walking to twin lakes and blacks beaches with the dog. Early mornings with low tide gave us plenty of beach to run around on. The farmers market on Sunday is also just a walk away. Highly recommend !
Guest favorite
A wooden gate with a decorative archway leads into the front yard, adorned with flowering cherry trees and lush greenery. The fence provides privacy, creating a welcoming entrance to the property.
Home in Seabright
4.9 out of 5 average rating, 515 reviews

Tropical Seabright Beach and Boardwalk Getaway

KatherineRating, 5 stars1 week ago
We had the most amazing stay with our newborn & dog. Walkable to a number of restaurants, coffee shops, and the beach, and a short drive to the cliff walks. We loved being able to put the baby down to sleep in the dark bedroom & eat dinner in the peaceful backyard. Plus, the fenced yard made it easy to let our dog out to go potty (it’s the little things!). We are eager to stay here again!
Superhost
A secluded backyard space is presented with comfortable wooden seating adorned with soft cushions. A small table stands between the seating area and a hammock, which is gently swaying nearby. A hot tub is visible at the far side, surrounded by greenery.
Home in Santa Cruz
4.87 out of 5 average rating, 351 reviews

BoardwalkOasis-HotTub+EBikes+Surfbrd+GameRoomKayak

AlejandraRating, 5 stars4 days ago
As mentioned by others, the place is super comfortable, has a lot of amenities and is super close to the boardwalk and the downtown area. However, what really stood out to us was the host’s hospitality. They were super accommodating when we mentioned we’d be getting to Santa Cruz a little early and if we could use the bikes to go cruise around in the meantime. We only stayed for one night, but were able to enjoy a full day of fun because of that. We rode to Brommer park, played pickleball, went back to check in, headed out to eat, walked around and then went back to enjoy the spa and ping pong table. The whole house was spacious and the beds were super comfortable. Definitely recommend David’s place.
Top guest favorite
A sunlit living area features a high wooden ceiling and vibrant yellow walls. A comfortable seating area includes a white sofa with colorful pillows. Large windows provide views of the outdoors, while a sturdy wooden dining table and chairs complement the rustic decor.
Home in Santa Cruz
4.96 out of 5 average rating, 169 reviews

Escape to "Ensenada Del Sol" Beach House

MattRating, 5 stars3 weeks ago
Gabriel was a great host and provided a lot of information to make our stay better. My group didn't do the best job at separating the garbage and Gabriel was very kind and considerate in addressing the issue so we could work towards a resolution, which I appreciated. I would definitely book his place again.
Top guest favorite
A spacious living area features a comfortable gray sofa and a wooden dining table with seating for four. A wall-mounted television is positioned across from a cozy gas fireplace. Pops of color are provided by the accent wall and indoor plants, with natural light streaming through large windows.
Home in Felton
5 out of 5 average rating, 138 reviews

Peaceful Redwood Retreat in the heart of town

StephenRating, 5 stars1 week ago
Vic and Leanne's place is great! We've stayed there several times, and will be back, I'm sure. It's clean, quiet, nicely furnished, and comfortable, with a very well-stocked kitchen. The kitchen and appliances are new and nicely done. Plenty of local coffee for the coffee maker. Vic and Leanne are friendly, helpful, and responsive. Recommended!
Guest favorite
The living room features a comfortable gray sectional sofa with decorative pillows, facing a modern fireplace. A basket sits atop a round coffee table, complemented by houseplants in the corners. Large windows allow natural light to illuminate the space while light curtains provide privacy.
Home in Santa Cruz
4.94 out of 5 average rating, 164 reviews

Spacious 3-Story Home Close To SC Beach Boardwalk

SvetaRating, 5 stars4 weeks ago
Kimberly is an amazing host, very organized and easy to reach and communicate. The house is spacious and airy, in a walking distance from the beach and Downtown. It is equipped with everything you might need and more. We had a wonderful time and we hope to come back again soon!
Guest favorite
An open-concept living space features a white couch adorned with colorful cushions, a light blue area rug, and a small dining table with stools. The kitchen is equipped with stainless steel appliances, and large windows allow natural light to flood the room, highlighting beach-themed decor.
Home in Santa Cruz
4.95 out of 5 average rating, 137 reviews

Mermaid Cottage - Walk to Beach+Boardwalk+Downtown

ZorianaRating, 5 stars2 weeks ago
My birthday was great thanks to this atmosphere of the house. I sincerely recommend it to anyone who wants to relax. This is a great house close to the Pacific Ocean coast.🤩🌊
Superhost
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.
Home in Santa Cruz
4.84 out of 5 average rating, 296 reviews

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

BrittanyRating, 5 stars3 weeks ago
We had a wonderful stay! Great location, you can hear the ocean right outside from the patio. A short 5 minute walk takes you to stairs that go down to the beach - lots of tidepools and a cool rock cave our kids loved to explore in the mornings. Inside the place has plenty of space and a well stocked kitchen. We didn’t get a chance to use the bikes or kayaks with our short time here, but would love to try that out if we get a chance to stay here again! Only thing I would note is some of the furnishings were different from the pictures, if that’s important to you. No hammock outside, different furniture in some places, etc.

Private house rentals

Superhost
A spacious backyard is visible, featuring a vibrant green lawn. Two hammocks are suspended between trees, and a hot tub is located in the corner. The open doorway leads to a yoga studio, where natural light enhances the bamboo walls and simplicity of the furniture.
Home in Santa Cruz
4.82 out of 5 average rating, 45 reviews

Beach House-HotTub-Srfbrds-Bikes

SusanRating, 5 stars2 weeks ago
This place was a Gem!! So pretty and located in the perfect place!! Loved the whole property from the living space to all The games and the bikes! Would definitely recommend this place and would absolutely stay there again!! Thank you David for letting us borrow your home!! ❤️
Top guest favorite
Waves crash against a rocky shoreline, creating a dynamic scene at a beach. The coastline is adorned with green vegetation, while a person wades into the clear, foamy water. A blue sky with wispy clouds completes the coastal atmosphere.
Home in Santa Cruz
4.89 out of 5 average rating, 97 reviews

STEPS to Sunny Cove Beach! Location! Restaurants +

Philip & CassandraRating, 5 stars1 month ago
We had a wonderful weekend with our college grandsons. We used the BBQ and had a great dinner. The kitchen is well stocked making that an easy task. The morning walk to the Farmer’s Mkt was a special treat. Walking to the beach was also a beautiful way to start the day Thank you Carrie.
Guest favorite
An open-concept kitchen and dining area features modern appliances, including a stainless steel refrigerator and a gas stove. A light wood dining table is surrounded by four chairs, while two bar stools are positioned at the kitchen island. Natural light comes through window coverings.
Home in Santa Cruz
4.96 out of 5 average rating, 27 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

HeidiRating, 5 stars3 weeks ago
My 17 year-old daughter found this AirBnb and, as usual, her taste was spot on. The house reminded us of the Eichler we stayed in Palm Springs: light, airy, and well appointed. I loved the bedroom with the low, beamed ceilings, and it was fun borrowing the Schwin to bike to the VW car show. My daughter and her friends enjoyed the hot tub and making s’mores. Nova is a lovely street and close to everything - the only slight drawback is common neighborhood noise like we get at home (sanders, lawn mowers) but that’s just par for the course and a very narrow driveway which was tricky to get the cans around (we checked out on a Sunday). We hope to return soon to this lovely home!! We felt cozy and we all slept well. Thanks for hosting us.
Guest favorite
The exterior of the house features a modern design with a gray facade, complemented by large windows. A stone pathway leads to the entrance, bordered by various tropical plants and gravel. A garage is visible on the left, enhancing the property's curb appeal.
Home in Santa Cruz
5 out of 5 average rating, 30 reviews

Charming Pleasure Point Home-1 Block to beach

AliceRating, 5 stars1 month ago
It’s our first trip with our one month old son and we had an amazing time! We are familiar with the area which is why we picked Erin’s place since it’s so close to privates! Also Erin provided bikes with surfboard rack that we used to ride to surf at jacks which is a huge plus! The house is super well decorated and beds are comfortable. We love the hot tub as well! Everything is perfect! Highly recommended
Top guest favorite
An outdoor kitchen area includes a stainless steel barbecue grill and a dining set with colorful chairs. Sunlight filters through a pergola, casting patterns on the concrete surface. Lush greenery is visible in the background, enhancing the inviting atmosphere.
Home in Santa Cruz
5 out of 5 average rating, 54 reviews

Walk to Beach | Spa, Outdoor Kitchen + TV, Firepit

AngelaRating, 5 stars2 weeks ago
We enjoyed this place for our kickoff to summer break. 3 adults, 6 kids; the place had plenty of space for all of us. The only thing that could've made it better would be for guest to somehow see how loud we are. Veronica did a great job communicating the expectations about noise ordinance but if you're not familiar with noise levels it might be hard to gage, especially with kids. Veronica had reach out to me on our first day but she was kind, respectful and responsive. I hope to book this place again.
Top guest favorite
An aerial view showcases the two-story home with expansive windows and a large deck. The surrounding neighborhood includes various buildings, with the serene ocean and sunset creating a beautiful backdrop, reflecting soft hues over the rooftops.
Home in Santa Cruz
5 out of 5 average rating, 20 reviews

Summer at the beach! The 25th Beach Retreat

Amy LRating, 5 stars1 month ago
Spacious, clean home with all the amenities! Only steps to the water. (The closest ocean view is a steep climb, you can walk a couple blocks to the sandy beach) Christina was incredibly friendly and responsive!
Guest favorite
The exterior of a single-story home is shown, featuring a welcoming entrance with a wooden door. Lush greenery surrounds the front, including shrubs and trees. The clear blue sky provides a bright backdrop, and the home is designed with a mix of textures and colors.
Home in Santa Cruz
4.77 out of 5 average rating, 130 reviews

Pleasure Point Pura Vida

BarbaraRating, 5 stars2 weeks ago
This home was super clean, was fully stocked with kitchen utensils, the hot tub was wonderful, and it was all very convenient to Santa Cruz coastal waterfront access.
Top guest favorite
A cozy living room is featured, showcasing a spacious gray sectional sofa and two bright yellow chairs. A wooden coffee table is positioned centrally, with decorative elements nearby. The room opens into a well-lit kitchen area, visible in the background.
Home in Santa Cruz
5 out of 5 average rating, 35 reviews

Charming Family-Friendly Home

Steve and AngelRating, 5 stars3 weeks ago
Clean-clean-clean! Lots of attention to details & fully equipped with everything including the little details. Great yard & furniture. Close to most things in Santa Cruz & surrounding attractions. No, this does not have ocean views but you have everything without the ocean view price!

Quick stats about house rentals in Pleasure Point

  • Total rentals

    110 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    9.9K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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