Discover a selection of 177 vacation rentals in Pleasure Point, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $261 per night, and houses and cottages are popular options for a stay in Pleasure Point. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Pleasure Point
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What are the top vacation rentals in or near Pleasure Point?

Whatever vacation experience you're seeking, you'll find a rental in or around Pleasure Point that's right up your alley. These are some of our top picks:

  • Take advantage of handy extras like a microwave oven and an ice maker at "Beach Lovers Retreat". Situated around 1 mile from Pleasure Point, this leading option has 2 bedrooms and good guest reviews.
  • Alternatively, get comfortable at "Fantastic Views, Beach Front Condo". Located around 1 mile from the heart of Pleasure Point, it has 2 bedrooms and comes with coffee and tea making facilities and a blender.

For even more great options, use the search bar at the top of the page to find the perfect Pleasure Point vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Pleasure Point?

Clock out on Friday and then forget all about work. If you're chasing some relaxation and fun, these retreats in and near Pleasure Point promise an unforgettable weekend getaway:

  • Located 10 miles to the southeast of the center of Pleasure Point, "Beachfront Condo With Amazing Views" is a good match for adventurous types and nature buffs. Make your way to nearby outdoor attractions, such as Peter Hay Golf Course and Henry W. Coe State Park. Then, try some activities like surfing and boogie boarding or mountain biking.
  • Alternatively, unpack your bags at "Oceanfront On The Sand - Awesome 4 Bedroom". About 6 miles east of Pleasure Point, activities around here include surfing and boogie boarding and cycling. Rather visit some sights? Plan an outing to Heritage Rose Garden and 2222 Beach.

Can I find studio apartments for rent in and around Pleasure Point?

Studio apartments are a tough act to follow when it comes to convenience and location. Choose one of these studio apartments for rent in or near Pleasure Point and immerse yourself in the local energy and vibe:

  • Put your bags down and your feet up at "Shangrila Pajaro Dunes Ocean Front Condo Between Santa Cruz And Monterey". Amenities including a fireplace and WiFi will help you feel at home here.
  • "Ocean Front Condo With Wonderful 180 Degree View From Santa Cruz To Monterey" is another attractive option. Get comfy and take advantage of cable/satellite TV services, a beach view and more.

With the cash you save on your studio apartment, you'll be able to explore more of Pleasure Point. Cultural sights like Santa Cruz Museum of Art and History and Museum of Art & History will help you get a feel for the character of this destination.

Can I find short term rentals in or near Pleasure Point?

Short-term rentals are easy to come by in and around Pleasure Point. Kick back for a night or two in a condo, a budget studio apartment or a home that'll fit the family. Whatever type of vacation rental you're after, you'll have plenty to choose from with Vrbo. These are a few of our favorites:

  • If you'd love to be close to the action, "Charming And Private Santa Cruz Cottage 3 Blocks From The Beach" will be just the ticket. It's within easy reach of the heart of Pleasure Point and an excellent base to explore sights like Santa Cruz Beach Boardwalk and Mystery Spot.
  • "Delightfully Remodeled Beach Cottage With Ocean Views" is another tempting option. Don't forget to add University of California, Santa Cruz and Natural Bridges State Park to your to-do list when you're ready to sightsee.

What are the best romantic weekend getaways in or near Pleasure Point?

Forget roses and chocolates. Sometimes all you need is to get away for a weekend, just you and your beloved. At Vrbo, we've got romantic getaways in and around Pleasure Point that would make even Cupid envious. Here are some we think you'll fall in love with:

  • Sneak away on Friday afternoon for a couple of nights of passion at "Beach Lovers Retreat". Located roughly 1 mile from Pleasure Point, this property comes with lots of nice touches, including a fireplace and a dining table.
  • Another place where you can spend a few wonderful days together is "Fantastic Views, Beach Front Condo". Located 1 mile from Pleasure Point, a restaurant dining guide and shopping facilities add to the ambiance here.

What are the best large group vacation rentals in or near Pleasure Point?

Share your stay and have more fun. Whether you're organizing an adventurous escape with friends or a family reunion, there's no shortage of large group vacation rentals in and around Pleasure Point:

  • A great range of amenities including a water view and an ocean view make "Sweeping Ocean Views. . . Steps From Sandy Beaches" a standout. This spacious property has 4 bedrooms and sleeps up to 12 people. From Pleasure Point's center, it's around 1 mile away to the west.
  • "Villa De Las Palmas - Walking Distance To Santa Cruz's Best" is another fantastic option. It's around 3 miles to the west of Pleasure Point, has 6 bedrooms and sleeps up to 14 guests. A kitchen and a fireplace are just a couple of things designed to make your group vacation even more memorable.

What are the best houses for rent with a pool in or near Pleasure Point?

A pool is often an essential amenity for any unforgettable vacation. Enjoy hours of entertainment frolicking around or simply relaxing by the water at one of these rejuvenating retreats in or near Pleasure Point:

  • Toss your swimsuit in your suitcase and stay at "At The Beach Insanely Great Beach House". Other amenities here include coffee and tea making facilities and a microwave oven.
  • "Cool Off And Relax @ 26th Ave Beach House" is another top-rated option. After you've enjoyed a refreshing dip with the kids, take advantage of other conveniences like free toiletries and a kitchen.

What are the best large family vacation rentals in or near Pleasure Point?

Every get-together with the family should be one to remember. Whether you're planning a break with the kids or that long-overdue family reunion, these large family vacation rentals in or near Pleasure Point offer a comfy home away from home with plenty of space for everyone:

  • Sleeping as many as 8 guests in 4 bedrooms, "Oceanfront On The Sand - Awesome 4 Bedroom" is the perfect place to enjoy some family time. This top-rated escape is 6 miles to the east of Pleasure Point and has amenities such as a DVD player and a smart TV.
  • "Want To Get Away But Not Ready To Get On A Plane" also has the space you need to live it up with loved ones. This rental is around 2 miles to the west of Pleasure Point, and accommodates 8 guests in its 3 bedrooms. Nearby whale-watching activities and towels will help keep everyone content and comfortable.

If you'd like to do some sightseeing, there are lots of family-friendly attractions close by to add to your to-do list. Santa Cruz Beach Boardwalk, Santa Cruz Surfing Museum and Pacific Avenue are fine places to start.

Can I find family cabin rentals in or near Pleasure Point?

Escape the hustle and bustle and treat your loved ones to a vacation of a different sort. Stay in one of these family cabins in or near Pleasure Point and get the camping experience — but with all the comforts of home!

  • "Cabin - Modern - Rustic Mountain Getaway With Cozy Features" - Around 11 miles northwest of the center of Pleasure Point, this family-friendly escape comes with a barbecue grill and a DVD player.
  • "Bear Creek Cabin 100% Secluded Disinfected Refuge" - Round up the troops and spend a few days or longer at this welcoming rental, which is around 16 miles to the north of Pleasure Point. You'll have access to a barbecue grill, nearby birdwatching activities and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Pleasure Point vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Pleasure Point?

Absolutely. You'll find many one-bedroom vacation rentals in or near Pleasure Point. If you only need a small space, one of these properties might be just the ticket:

  • It's true! Good things come in small packages, and "Dream Of Country House" is no exception. This one-bedroom vacation property can be found just a short distance from the center and includes amenities like a garden and an electric car charging station.
  • Or maybe "Romantic Cottage At Seabright Beach" is better suited. Another centrally located one-bedroom option, this place comes with a beach view, a kitchen and more.