Holiday rentals in Pleasure Point
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Top-rated holiday rentals in Pleasure Point
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Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame
Pleasure Point Beach Cottage
Santa Cruz County Permit# 221116: Enjoy Pleasure Point living in this sweat cottage. Just a few minutes stroll and you’re at the beach and some of Santa Cruz’s best surf. Cruise the cliffs on bikes, hit the waves, or BBQ and soak up the sun! You’re sure to enjoy this special little house and its big back yard. Enjoy the fully stocked kitchen, 50 inch 4k TV, hot outdoor shower, big gas BBQ, 2 beach cruisers, 2 soft surf boards, beach toys, a wagon (great for beach transport), and much more!
Adorable Capitola/Pleasure Pt Beach House
Awesome location, just steps to Pleasure Point, the famous "Hook" surf spot, Privates Beach & the vibrant 41st Ave eateries & breweries, surf shops & eclectic shopping district or a short 15 min walk to Capitola Village. Stroll/ cruise (4 bikes provided) along the cliff, grab a beach chair & towel & hit the beach or just relax in the backyard oasis. Nearby is golf, wineries, Big Trees State Park, Santa Cruz Beach Boardwalk. Home is not child proofed so use caution booking for kiddos under 2
Capitola Village Wind + Sea Home
Our beautifully renovated 2 bedroom (Both upstairs) and 2 full bathrooms (One on the ground floor and one on the upper floor) along with a ground floor plush queen sleeper sofa and ground floor great room with dining for 7 plus a bar table separating the kitchen from the living room is in the perfect location. Walk to the beach, shops, restaurants, or a nice walk along the river. We are right in the Capitola Village. We hope you enjoy your stay. If you have questions, we respond promptly.
Oceanview Family Playground
Family-friendly oceanview home at Pleasure Point. This inviting retreat offers a backyard play area, including a water table and climbing structure for the little ones. Enjoy outdoor dining, the BBQ grill, the hot tub, hammocks. Inside, take in two living areas, two en-suite bedrooms, toys, playhouse, and baby amenities. EV charger in garage. Nearby, find great surfing spots, a coastal bike trail, Capitola Village, and Santa Cruz Beach Boardwalk. Create memories at your Pleasure Point home!
Melton Beach House. Private entry,space and patio.
Space is not suitable or safe for children under 5 years of age. Great location.We are conveniently a 10-15 minute walk to the Hook and Pleasure Point surf breaks.And in the other direction you have a 15 minute walk down to the adorably charming Capitola village and very lovely beach.There you'll find quaint boutique shops and many restaurants/bar choices along the beach esplanade. With in a 5 minute walk you'll find New Leaf market,Whole foods, Penny's ice cream,and 6 other restaurant's.
Serene luxury beach bungalow in Pleasure Point
Just steps away from the breathtaking Santa Cruz coast lies Bungalow318. This 1940's bungalow has been meticulously renovated and is ready for your relaxing retreat, romantic getaway, surfing adventure or family vacation. Relax in the open concept family room, enjoy a day at the beach or surfing world-class surf breaks, lounge in the hot tub and spend a cozy evening on the patio lounge in front of a warm fire. The ways to enjoy this special property are endless!
Quiet Beach Cottage in the heart of Capitola
Nestled into the heart of Capitola, this beach cottage is walking distance to the best of Capitola (Rental Permit #261046). Newly remodeled stunning two bedroom home, two bath, with a Pottery Barn pull out couch, this home is built for comfort and relaxation. Walking distance to Capitola Village(1 mile) and pleasure point (.5). Just blocks to the beach, local breweries, restaurants, shopping and iconic surfing. This home was designed for a peaceful getaway!
Surf Cottage in Pleasure Point
Nestled in a tree-lined corner you'll find the Surf Cottage at Pleasure Point, a lovingly curated home by a California native who lived in NYC and Paris. Stay in surf-shack style with vintage finds, Moroccan rugs, and a collection of objects and artwork from around the world. You'll be just steps away from breathtaking ocean views, sandy beaches and world-renowned surf spots. Come for some coastal vibes and experience all that Santa Cruz has to offer.
Two-Six Beach House - newly renovated!
Experience luxury and comfort in our newly renovated Santa Cruz home! (Permit: 231143) This spacious retreat features 3 bedrooms, 2.5 bathrooms, a spacious living room, and a fully equipped kitchen with everything you could need and more. Relax in the backyard with a firepit, hot tub, outdoor shower, and BBQ. Best of all, the beach is just a couple minutes away! Perfect for families and friends seeking a coastal getaway.
26th Ave Beach Home. 1 block to beach.
Newer custom built 2 BR/1BA 1,000 square foot home in 26th Ave beach/Pleasure Point area. 2 miles from Capitola Village, downtown Santa Cruz and the Boardwalk. Home is located 1 block away from 26th Ave. beach on a quiet dead end street with very little traffic. Located within walking distance to the best surf spots in Santa Cruz, including Pleasure Point, The Hook and 26th ave. Washer and dryer available.
Ocean View Cottage HotTub- Surfboards-Bikes-Kayak
Beautiful private beach home with fantastic views. Beach and lagoon views in a serene setting. Wander down the eucalyptus and cypress grove to the beach or up the the path along the lagoon into Monarch butterfly nesting grounds. Remodeled home with a gorgeous kitchen, two large decks, plenty of front and backyard space. All in the best location imaginable for Santa Cruz!
Popular amenities for Pleasure Point holiday rentals
Other great holiday rentals in Pleasure Point
2BR Pleasure Point Getaway
Villa Vista upper-An unbelievable oceanfront home
Surf Loft just blocks from Pleasure Point!
Charming Pleasure Point Home-1 Block to beach
Chic Coastal Cottage w/ Kayak, Hot Tub & Surf Gear
Pleasure Point/Santa Cruz House, 1 Block to Beach!
Awesome Beach House 1 block from Pleasure Point
Cozy Beach Home
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $415 SGD | $429 SGD | $429 SGD | $455 SGD | $433 SGD | $505 SGD | $544 SGD | $527 SGD | $454 SGD | $443 SGD | $451 SGD | $459 SGD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 15°C | 16°C | 17°C | 18°C | 18°C | 17°C | 13°C | 11°C |
Frequently Asked Questions
What are the best places to stay in Pleasure Point?
Pleasure Point has a variety of accommodations, including family homes, beach cottages, and rentals with ocean views. Many places are conveniently located near beaches, surf spots, and casual dining, making it easy to enjoy everything the neighborhood has to offer.
What are the best things to do in Pleasure Point with kids?
Kids often enjoy beach outings, exploring tide pools, and playing at local parks in Pleasure Point. Consider renting bikes, flying kites, or joining a family-friendly surf lesson for an engaging outdoor experience.
What are some of the best things to do in Pleasure Point?
Explore the beach, try surfing at popular breaks, or enjoy the local café scene around Pleasure Point. Art galleries, tide pools, and seaside walking paths provide relaxing ways to connect with the neighborhood’s surf and community heritage.
How is the weather in Pleasure Point?
Pleasure Point has a mild coastal climate, with winter temperatures around 41–62°F (5–17°C) and summer highs reaching 74°F (24°C). Rain is more common in winter, while late spring and summer bring clearer skies and warmer afternoons.
When is the best time to visit Pleasure Point?
Late spring through early fall is often recommended for its mild temperatures, more daylight, and a lively calendar of community events. Cooler months see fewer crowds and dramatic coastal views, appealing to those who prefer a quieter visit.
What are the best places to visit in Pleasure Point?
Frequently suggested spots in Pleasure Point include the seaside cliffs, local surf breaks, and small art galleries. The neighborhood also has parks and gathering spaces for picnics and relaxing by the water.
What are some hiking trails in Pleasure Point?
Pleasure Point has scenic cliffside paths and access to neighborhood trails overlooking the ocean. For more wooded terrain, nearby state parks frequently suggested by locals have forested and coastal hiking options.
What are some family activities we can do in Pleasure Point?
Families can enjoy beach days, tide pooling, or walking neighborhood trails in Pleasure Point. Surf lessons, bike rentals, and local parks provide interactive experiences for visitors of all ages.
What are some of the best day trip ideas from Pleasure Point?
Around Pleasure Point, explore neighboring coastal towns, forested state parks, or local farmers markets for distinct day adventures. Popular options include visiting redwood groves, tasting regional wines, or discovering marine life at an aquarium nearby.
Are there any pet friendly accommodations available in Pleasure Point?
Many vacation rentals around Pleasure Point welcome pets, and the neighborhood has a friendly atmosphere for travelers with animals. Several beaches and outdoor cafés accommodate dogs, making it comfortable for those exploring with pets.
What are some local tips for visiting Pleasure Point?
Locals often suggest visiting in the early morning for peaceful beach walks and catching the changing tides. Enjoy the area’s independent shops and consider chatting with surf enthusiasts for tips about the best breaks or tide pool spots.
What is Pleasure Point known for?
Pleasure Point is known for its vibrant surf culture, picturesque coastline, and relaxed community atmosphere. The area has popular surf spots, scenic ocean overlooks, and a history rooted in beach life.
What are the best hidden gems to explore in Pleasure Point?
Explore tucked-away surf breaks, small coffee shops, and local art galleries around Pleasure Point. Parks and scenic tide pools are often suggested for a quieter experience along the coast.
What are the best foods to try in Pleasure Point?
Pleasure Point is known for fresh seafood, locally made burritos, and creative café fare. Many visitors also enjoy fresh pastries, acai bowls, and street tacos from neighborhood favorites.
What should I bring for a trip to Pleasure Point?
Pack comfortable layers, as mornings can be cool and afternoons warmer, with temperatures ranging from 41–74°F (5–24°C) during the year. Beachwear, sun protection, and a light jacket are often suggested, especially for those planning to explore the shoreline or try surfing.
What is the nightlife in Pleasure Point like?
Pleasure Point’s nightlife has a laid-back energy, with casual bars, local breweries, and spots for live music around the area. Evening gatherings often center on beach bonfires and neighborhood hangouts rather than club scenes.
What are the most popular events or festivals in Pleasure Point?
Pleasure Point celebrates its surf culture with surf competitions and beachside events throughout the year. Community gatherings, art fairs, and outdoor music are often recommended, especially during the summer and early fall.
Are there family friendly vacation rentals in Pleasure Point?
Pleasure Point has a range of vacation rentals, including options thoughtfully equipped for families. Many homes feature open living spaces, private yards, and easy access to the beach, creating a relaxed environment for guests of all ages.
Quick stats about holiday rentals in Pleasure Point
Total holiday rentals
Explore 180 holiday rentals in Pleasure Point
Nightly prices starting at
Pleasure Point holiday rentals start at $64 SGD per night before taxes and fees
Verified guest reviews
Over 17,940 verified reviews to help you choose
Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 80 rentals that welcome pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
180 of Pleasure Point holiday rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Pleasure Point rentals
4.9 Average rating
Pleasure Point stays are highly rated by guests – averaging 4.9 out of 5!
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