Pleasure Point holiday lettings

We found 224 holiday rentals — enter your dates for availability
Discover a selection of 63 homes and other holiday rentals in Pleasure Point that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Pleasure Point

Showing deals for:8 Jan - 15 Jan

Lower Level Kitchen
Living Room
Marina is also close by
Bedroom 4
Exceptional
(60 reviews)

Family gathering home just steps from the beach

Santa Cruz

8% off
£4,791
for 7 nights, 1 home
£684 per night
includes taxes & fees
Family gathering home just steps from the beach
Terrace/patio
Dining
Room
Room
Exceptional
(5 reviews)

Beach Point Pleasure Point Bungalow

Santa Cruz

5% off
£6,456
for 7 nights, 1 home
£922 per night
includes taxes & fees
Beach Point Pleasure Point Bungalow
Outdoor dining
Unforgettable ocean views from this private Santa Cruz coastal escape
Living area
Room
Exceptional
(79 reviews)

Luxury Ocean View w/ Hot Tub - Walk to Yacht Harbor, Beach & Dining

Santa Cruz

8% off
£11,887
for 7 nights, 1 home
£1,698 per night
includes taxes & fees
Luxury Ocean View w/ Hot Tub - Walk to Yacht Harbor, Beach & Dining
Full kitchen
Capitola Riverwalk House
Master Bedroom w/French doors, decorative fireplace & balcony
Arial view of Capitola beach community. Arrow is the location of Riverview house
Exceptional
(38 reviews)

Waterfront Riverhouse • Private dock, 2‑min beach walk, FP, BBQ, Prking, Laundry

Capitola

8% off
£5,026
for 7 nights, 1 home
£718 per night
includes taxes & fees
Waterfront Riverhouse • Private dock, 2‑min beach walk, FP, BBQ, Prking, Laundry
Newly Remodeled Kitchen!
The deck overlooking the creek
Front porch view. Infamous ivy trellis.
View out to patio and there is a creek!
Exceptional
(218 reviews)

Capitola Nook Along The Creek.

Capitola

9% off
£2,241
for 7 nights, 1 cottage
£320 per night
includes taxes & fees
Capitola Nook Along The Creek.
Interior
Private kitchen
Outdoor dining
Living area
Exceptional
(16 reviews)

Rare 3 br in Capitola Village with 5pm checkout Jan-Apr+Parking!

Capitola

11% off
£2,445
for 7 nights, 1 home
£349 per night
includes taxes & fees
Rare 3 br in Capitola Village with 5pm checkout Jan-Apr+Parking!
upstairs sunroom with sliding doors out to balcony
Exterior
downstairs living area from entry hall
breakfast bar with 3 stools
Wonderful
(114 reviews)

COLORFUL HISTORIC VENETIAN COURT #8 ON CAPITOLA BEACH

Capitola

9% off
£2,722
for 7 nights, 1 home
£389 per night
includes taxes & fees
COLORFUL HISTORIC VENETIAN COURT #8 ON CAPITOLA BEACH
Living Room With 42” Television
Living Room With Pullout Full Bed
Upstairs Full Kitchen
Stairs To The Living Area
Exceptional
(112 reviews)

Capitola Condo in Village with Two Private Parking Spaces & Close To The Beach!

Capitola

11% off
£1,673
for 7 nights, 1 apartment
£239 per night
includes taxes & fees
Capitola Condo in Village with Two Private Parking Spaces & Close To The Beach!
Living room looking forwards the dinning room
View of the lagoon
Lagoon and beach within a block from the house
Sliding doors on the right go out to the upper and lower decks
Exceptional
(189 reviews)

Ocean View ~ Steps to the Beach ~ Family Ohana friendly

Santa Cruz

8% off
£2,803
for 7 nights, 1 home
£400 per night
includes taxes & fees
Ocean View ~ Steps to the Beach ~ Family Ohana friendly
Fully equipped kitchen, dining for 4 inside and 4 outside.
Crows Nest Restaurant is walking distance from Blacks Beach
Front patio
Vaulted ceiling in living room with ceiling fan
Exceptional
(237 reviews)

Blacks Beach Retreat,Wi-Fi, near Harbor & Steps to Twin Lakes Beach!

Santa Cruz

7% off
£2,411
for 7 nights, 1 home
£344 per night
includes taxes & fees
Blacks Beach Retreat,Wi-Fi, near Harbor & Steps to Twin Lakes Beach!
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Pleasure Point?
Prices for holiday rentals in Pleasure Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pleasure Point to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pleasure Point holiday house rentals?
You can find great discounts on house rentals in Pleasure Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Pleasure Point holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pleasure Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Pleasure Point?
A long-stay holiday rental in Pleasure Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Pleasure Point for a holiday rental?
The peak travel season in Pleasure Point occurs during the summer months, particularly from June to August, with July being the most popular time for visitors. This vibrant period attracts beachgoers and surfers who flock to the stunning coastline to enjoy the warm weather, with temperatures often reaching the mid to high 20s Celsius. With the beautiful Pacific Ocean as your backdrop, outdoor activities abound, from sunbathing on the sandy shores to catching waves at renowned surf spots.If you prefer a quieter experience, consider visiting in November. This month offers a unique charm as the summer crowds dissipate, allowing for leisurely walks along the beach and the chance to appreciate the natural beauty of the area without the hustle and bustle. The cooler temperatures, typically around 15 to 20 degrees Celsius, are still comfortable for outdoor exploration, making it a great time for scenic hikes or simply unwinding by the sea.Ultimately, the best time to book a holiday rental in Pleasure Point hinges on your personal preferences.
How early should I book a Pleasure Point holiday rental?
Book your Pleasure Point holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pleasure Point, California, United States of America?
Pleasure Point is a charming coastal neighbourhood renowned for its stunning ocean views and laid-back vibe, making it a popular destination for beach lovers and surfers alike. One of the top attractions in the area is the iconic Pleasure Point Beach, known for its consistent surf breaks and beautiful sandy shores, superb for sunbathing and water activities.Nearby, the scenic East Cliff Drive offers breathtaking views of the coastline and is ideal for leisurely walks or cycling. Visitors can also explore the nearby Santa Cruz area, with attractions such as the Santa Cruz Beach Boardwalk, which features classic amusement rides and games, providing a fun outing for families.Nature enthusiasts might enjoy the nearby Natural Bridges State Beach, famous for its natural rock formations and the chance to spot migrating Monarch butterflies in the fall.
Can I change or cancel my Pleasure Point home rental booking on Vrbo?
To find Pleasure Point holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pleasure Point holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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