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House vacation rentals in Pleasure Point

Find and book unique houses on Airbnb

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Popular amenities for Pleasure Point house rentals

House rentals with a pool

Superhost
A large in-ground pool is set in a landscaped garden, surrounded by a mix of greenery and fencing for safety. The smooth pool surface reflects the blue sky, while a covered area with red seating is visible in the background.
Home in Willow Glen
4.79 out of 5 average rating, 202 reviews

Beautiful Large 4BR Home with POOL

DeborahRating, 5 stars2 weeks ago
Was a bit upset about the pool not being able to heat up but the kids still enjoyed themselves. Overall great stay
Superhost
A single-level home is nestled among trees, featuring a wooden deck with steps leading up to it. The deck is surrounded by natural landscaping, including a gravel path and various plants. A hot tub is visible at the side of the house.
Home in Ben Lomond
4.94 out of 5 average rating, 139 reviews

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

ElizabethRating, 5 stars3 weeks ago
This was the most peaceful and beautiful space I have ever been to. The view from the balcony was gorgeous. All the greenery and the deers and random dog was super gorgeous and felt really at home. The hot tub was amazing and super relaxing. Robert was very kind and responsive, Received a phone call about all the lights, hot tub, close trails, and recommended spots!! Super helpful and very kind gesture. Would 100% go back to this place
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, 152 reviews

Monterey Bay Oasis on the Ocean!

KalliRating, 5 stars1 month ago
This place was nicer than the photos and absolutely perfect for a girls weekend. Everything was well equipped and labeled. The location was very quiet and peaceful with great access to a quiet beach. You definitely need a car as it's a little isolated but that added to the charm.
Guest favorite
A spacious living area is highlighted by a large sectional sofa with a matching ottoman. Natural light enters through windows, illuminating the room with a gentle glow. A modern chandelier hangs from the vaulted ceiling, adding character to the comfortable surroundings.
Home in Aptos
4.99 out of 5 average rating, 169 reviews

Private Pool Villa for family getaways

ByronRating, 5 stars1 week ago
Absolutely beautiful and peaceful stay! Every detail was so thoughtful—from the Sensitive Dove body wash (a lifesaver for my daughter’s sensitive skin) to the soothing fountain and fragrant garden that made the whole place feel like a retreat. We loved dining outside at the large table, with those stunning doors that opened the whole space to the fresh air. The cozy cottage near the pool was the cherry on top. Truly a 10/10 experience—one of the most special Airbnbs we’ve ever stayed in!
Guest favorite
A clear swimming pool reflects sunlight, accompanied by a small rock waterfall. A tree is positioned nearby, adding a touch of greenery. The outdoor space features lounge seating and a BBQ grill under a roofed area, allowing for shade and comfort.
Home in Felton
4.92 out of 5 average rating, 64 reviews

Redwood Oasis - Private Heated Pool by State Park!

Victoria And JasonRating, 5 stars4 months ago
Everything about our stay was fantastic!! The beds, the pool, the town…the three of us loved this Airbnb and look forward to coming back. Swimming in a heated pool in the winter is a heavenly experience.
Superhost
A serene swimming pool is surrounded by a natural stone border, with a built-in jacuzzi featuring a circular step design. The clear water reflects sunlight, creating a tranquil atmosphere. Poolside lounge chairs and a sheltered seating area are visible in the background.
Home in San Jose
4.84 out of 5 average rating, 44 reviews

Perfect home with pool for family vacations!

DaveRating, 5 stars7 months ago
Such a nice place to stay in Silicon Valley. Tucked back into the beautiful hills, with a walking loop through the oak trees just down the street. Responsive host. A perfect retreat.
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
4.91 out of 5 average rating, 556 reviews

Relax Watch Waves Crash Chic + Modern 3BD

SaraRating, 5 stars2 days ago
Great location, great stay. Beautiful and comfortable space. Worked well for our family of 4. The third bedroom felt a little far away to have our littlest stay in alone but thankfully the second bedroom had a large bed for both kids. Wagon and chairs provided were great for the beach.
Guest favorite
An airy communal space features large windows dressed with wooden blinds, allowing natural light to fill the area. Two cozy seating areas are arranged around a patterned rug, while a long dining table is set for meals. Light fixtures hang from the high ceiling, adding warmth.
Home in Watsonville
4.99 out of 5 average rating, 79 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

JoelleRating, 5 stars3 weeks ago
We had a lovely stay at the schoolhouse! Despite being so close to the road and the highway, it felt very private. Kitchen was super well appointed, and the whole house was spacious and airy. We really liked the decor. We really appreciated the surplus of towels! The pool was warm and clean and the hot tub was hot. Beds were comfortable and we all had a chance to catch up on sleep. The sofas are a little low; we made it work. Overally, it was a great location and I can't recommend Carmen more as a host! We will be back!

Weekly house rentals

Superhost
The open dining area features a wooden table paired with bench seating, surrounded by white chairs. Framed vintage album covers decorate the wall, adding character to the bright space. A cozy kitchen is visible in the background, showcasing a classic Wedgwood stove and modern appliances.
Home in Santa Cruz
4.81 out of 5 average rating, 246 reviews

Victorian Beach House Santa Cruz

DeniseRating, 5 stars1 week ago
Perfect place to stay. Great for kiddos with a park across the street. Beach, boardwalk, shops and restaurants are all close by. We loved our stay here!!
Guest favorite
A serene beach scene captures gentle waves lapping against the shore. Several individuals stroll along the sand, and a peace symbol is artistically drawn into the wet surface. The landscape features grassy cliffs and a lighthouse in the distance under a calm blue sky.
Home in Santa Cruz
4.95 out of 5 average rating, 172 reviews

Beachy Keen Westside Bungalow

PansyRating, 5 stars2 months ago
We spent a long weekend at Lauren's place and it was a wonderful, relaxing home away from home. Check-in was super smooth and we absolutely loved the area the listing was in. It's walkable (or a very short drive) to many local eateries, breweries, shops, and cafes on the west side and there's also plenty of nature-oriented things to do since it's so close to the ocean — hikes, beaches, walks, parks etc. The listing itself was very clean and had everything we need. Lauren even left some snacks and drinks for us as a welcome gift which we thought was very sweet. The kitchen is well stocked for your needs there. The one small setback was that it didn't have a a full sized refrigerator so the frozen foods we bought didn't quite fit into the mini fridge's freezer section. Everything was spotless and though it was raining while we were there, we would definitely come back and enjoy the patio space next time. Highly recommend this listing for a peaceful getaway to Santa Cruz.
Guest favorite
A spacious dining area features a large wooden table surrounded by six chairs, illuminated by natural light from expansive windows. Soft curtains frame the windows, and a decorative rug adds warmth to the wooden floor. A potted plant enhances the welcoming atmosphere.
Home in Santa Cruz
4.84 out of 5 average rating, 250 reviews

Serenity at Natural Bridges - 5 min Walk to Beach

DeborahRating, 5 stars1 week ago
We had a wonderful stay. A short walk to the beach makes this a perfect location. The house has everything you might need... beach towels, a washing machine, lots of comfy couches...
Guest favorite
The living area features a leather sofa with a decorative pillow, complemented by tiled flooring. A breakfast bar with seating is visible in the background, along with a modern kitchen showcasing white cabinetry and stainless-steel appliances. Light enters through slider doors leading to the outdoor space.
Home in Aptos
4.95 out of 5 average rating, 247 reviews

Classic Beach House - Walk to Seacliff Beach

ChelseaRating, 5 stars2 weeks ago
Place was great--fit our needs perfectly. Recommend opening windows at night to bring in that beautiful fresh air. Our 4.5 yo was absolutely over the moon by all the activities outside in the yard-- very well equipped area for adults and kids alike! The sand toys were also a hit--we loved walking to the beach and appreciated how well written the instructions were. Just took a photo of them and went on our way. Only bummer is the lack of sidewalks in Aptos, but most cars do seem to watch for walkers. Marianne's ice cream is great, and tamales across the street also fantastic. Weather cooperated and the easy access to Santa Cruz and Monterey made this location ideal. Colm was a great host--responded immediately to any questions I had. Very thankful for this spring break trip--we truly feel rejuvenated!
Superhost
A dining area features a sturdy wooden table surrounded by matching stools. Lush green plants hang from the ceiling and line the floor, creating a natural ambiance. A sliding door leads to an outdoor space with potted plants, allowing ample natural light to filter in.
Home in Santa Cruz
4.88 out of 5 average rating, 109 reviews

Updated Westside home. 4 blocks from the beach!

KatieRating, 5 stars2 weeks ago
Ian and his brother Ryan were excellent hosts! They were extremely communicative, which I always very much appreciate. I loved the brightness of each room, one with a large window and the other with a french door to a spacious backyard. We felt very comfortable in the home and also loved the live plants in the kitchen area. The kitchen has nice pots and pans, a few spices to cook with, and all needed utensils. We always cook when we travel, so it was great to have all of these needs met! The beds were comfortable, and the couch was nice and cozy as well :) Great location too!
Superhost
A bright entryway features light wood flooring and a spiral staircase leading to the upper level. A round mirror hangs above a console table adorned with a lamp and decorative accents, while a plant adds a touch of greenery to the space.
Home in Aptos
4.85 out of 5 average rating, 309 reviews

Charming, Light-filled House Walk To The Beach

SusanRating, 5 stars1 week ago
Sarah’s house was beautiful- clean and lots of room. There was enough space for us to be together and space for alone time. There were 8 of us. Sarah had made some recommendations for dinners and places to go. We did try a couple of them and the Mexican restaurant and ice cream place was delicious . We had one issue with hot water and Sarah responded immediately and issue was resolved in a timely manner. The house was a little farther from Santa Cruz than we were used to but it only took 20 minutes get there. The area where the house was located was quiet and close to the ocean. We genuinely loved our time in Aptos. Would stay again .
Guest favorite
Home in Santa Cruz
4.94 out of 5 average rating, 162 reviews

Spacious 3-Story Home Close To SC Beach Boardwalk

ZabinaRating, 5 stars2 weeks ago
I LOVED this place. It was so beautiful on the inside and out. Each room was so spacious and organized. Also, the walk from the house to the beach was doable and super convenient.
Guest favorite
A bright, airy sleeping area with a spacious bed centered beneath a sloped ceiling. Multiple windows allow natural light to fill the room. A wooden desk and chair are positioned against one wall, complemented by a small wicker chair nearby and an accent cabinet.
Home in Santa Cruz
4.97 out of 5 average rating, 131 reviews

Beach Suite

ChristopherRating, 5 stars3 weeks ago
Andrew was a great host who was responsive and proactive. The space was comfortable, quiet and within walking distance of the ocean. The king sized bed was comfortable. There is a small kitenette with a mini-fridge. Parking is on the street in front of the unit. We were very happy with our stay and highly recommend this for your visit to Santa Cruz!

Private house rentals

Guest favorite
A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.
Home in San Jose
4.93 out of 5 average rating, 179 reviews

Gorgeous 3-bedroom home, quiet, close to shopping!

JeriRating, 5 stars1 week ago
I stayed a few days in Nalin's charming home while visiting relatives in San Jose. The home had everything I needed, and was comfortable & cheerful. I especially liked the coffee table in the front room that converts to a desk. I had a big data collection project to work on while I was there, and the space was great for spreading out and getting the work done. The neighborhood was quiet and peaceful. I was especially delighted by the little lights accenting the front yard at night. The house is a short drive from shopping & restaurants. Beds were really comfy. Lots of thoughtful details. I would definitely stay again.
Superhost
The kitchen features white cabinetry and marble countertops, offering a bright and modern cooking space. Pendant lights illuminate the island, accented by a decorative wooden tray and a potted plant. Stainless steel appliances and a tile backsplash complete the inviting atmosphere.
Home in Santa Cruz
4.88 out of 5 average rating, 318 reviews

Sunny, Spacious, and Modern Home Near The Beach

AriRating, 5 stars4 months ago
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!
Top guest favorite
The upstairs great room features large windows that allow natural light to fill the space. A cozy seating area is arranged around a fireplace, with a dining table positioned nearby. A flat-screen TV stands on a shelf, complemented by decorative elements.
Home in Aptos
4.99 out of 5 average rating, 117 reviews

Short walk to beach - Perfect beach getaway

LydiaRating, 5 stars2 weeks ago
We had a lovely stay here with our two young kids. The house was so well-stocked with anything we could need and helpful instructions for everything. The location is great for walking to the beach, and there are sand toys and beach chairs available, as well as a great shower outdoors to rinse off sandy feet. The kids loved the games and puzzles cabinet as well as having their own room with matching twin beds. The kitchen had everything we could think of! Thanks for a great stay!
Guest favorite
A view of a vibrant sunset is visible through large windows, casting soft colors across the room. A charming dresser sits beneath the windows, framed by light beige walls. A wicker basket is positioned nearby, enhancing the coastal retreat feel.
Home in Santa Cruz
4.88 out of 5 average rating, 207 reviews

Bay View Bungalow

BillyRating, 5 stars4 weeks ago
Such a beautiful location. Sound of the ocean through the windows at night. Walkable to great grocery store and cafe, etc. Didn’t want to leave. House is very clean and cared for. Feels more like a home than a rental property. Definitely recommend ✌️
Guest favorite
An inviting outdoor area features a fire pit surrounded by several chairs, with lush gardens and diverse plants framing the scene. The house showcases large windows and a patio, illuminated softly by evening light.
Home in Santa Cruz
4.98 out of 5 average rating, 241 reviews

Luxury Beach House - Game Room & Hot Tub

KathleenRating, 5 stars1 week ago
My family had a great time . The house is beautiful and the location couldn’t be better . Thank you for helping us make amazing memories.
Top guest favorite
Home in Santa Cruz
5 out of 5 average rating, 142 reviews

Beach Hill Hideaway - Beach Boardwalk, steps away

CharityRating, 5 stars4 days ago
Great location! Friendly and responsive host. House was lovely and just as described.
Guest favorite
An outdoor patio features a wooden table surrounded by metal chairs. A private hot tub is visible to the right, set against a backdrop of large glass doors that open into the stylish interior. Sunlight filters through overhead shades, creating a serene atmosphere.
Home in Aptos
4.81 out of 5 average rating, 355 reviews

Flat Stroll to the Beach / Hot Tub / Private Yard

JohnRating, 5 stars2 weeks ago
This place was wonderfully accommodating and perfectly clean. The host was very responsive and kind would definitely recommend & stay again.
Guest favorite
A bright living area is characterized by large windows allowing natural light to flood in. Comfortable seating includes a gray sofa and a cream-colored armchair. A flat-screen television is mounted on a wall, complemented by tasteful decor and a decorative lamp on a white side table.
Home in Santa Cruz
4.99 out of 5 average rating, 76 reviews

Vaquita House, with access to Privates Beach

KerriRating, 5 stars1 week ago
We had a great week at Jon's place. We were traveling with a 4 year old and a 5 month old. It is tough traveling with young kids and this house was ideal for our traveling circus. The kitchen is spacious, and we loved being able to cook meals for our picky toddler, and having in-unit washer/dryer was so handy. The location was walkable to local shops, restaurants (pretty much any type of food imaginable), coffee shops, and some of the nicest beaches in the area. We are familiar with Santa Cruz and have stayed in a few other neighborhoods and this one so far is our favorite. The house had a pack-n-play for the baby and even sand toys for our toddler (which he was thrilled about). Jon was very responsive, and when we had questions he responded right away. We would definitely stay here again for our next trip to Santa Cruz.

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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