
House holiday rentals in Pleasure Point
Find and book unique houses on Airbnb
Quick stats about house rentals in Pleasure Point

Total holiday rentals
Explore 120 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 11,200 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Pleasure Point holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pleasure Point rentals

4.9 Average rating
Pleasure Point stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Pleasure Point
Guests agree: these houses are highly rated for location, cleanliness and 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

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK
Recently renovated with hardwood floors & stainless steel appliances. Spend your next beach getaway in the heart of the Capitola Village, a 3 minute walk to the beach, restaurants & shopping. This lovely 2-bedroom house has a private balcony w/a BBQ & sleeps up to 6. Level 2 EV charger in garage. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 dog (40lbs +/- max) *Parking for 1 car in the attached garage (w/EV Charger) *Roku TV with Netflix, Disney+, YouTube

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.

Book Summer at Opal Cliff Beach House!
Opal Cliff Beach House is a 3 bedroom, 3 bath, home on Opal Cliff Drive. Located in a quiet neighborhood, but close to all the fun things! Views of the ocean across the street. Privates Beach a few doors down and the Hook Surf Spot and Pleasure Point at the corner - several sets of stairs. Lovely 15-minute walk to Capitola. One of the oldest and favorite vacation rentals in Santa Cruz - over 22 years! Many repeat guests. Super well supplied. Luxury, comfy accommodations. Perfect spot!

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!

Beach View Cottage - Hot Tub
Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

Beach Suite
Welcome to your cozy private space, 1.5 blocks from a great local beach! The space is in a great centrally located neighborhood between downtown Santa Cruz and Capitola Village. Fully private suite with King size bed, living space and bathroom . A great location, charming, classic and cozy space. Many local beaches within walking distance. Soft top longboards, boogie boards, beach chairs, beach accessories available for use. No Animal Allowed!

180°OceanView+HotTub+EBikes+Surfboards+SUPS+Kayak
Incredible beach home with sweeping views of the ocean. Watch the waves crash from your bed. Directly in front of Pleasure Point, a world class surf spot. 180° upstairs decks to lounge & enjoy the ocean and views of the ocean from every room in the home. Hot tub, cedar sauna, 4 electric bikes, surfboards, stand-up paddle boards, sea kayak, ping pong table, basketball arcade game, and dart board. permit#191362

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!

Stunning Oceanfront - Sunset Magazine Home
Welcome to this award-winning 3-bedroom home (Permit 171346)! Featured in the prestigious Sunset Magazine, this stunning property offers breathtaking ocean views and the perfect blend of modern amenities and coastal charm, providing a comfortable stay just a 5-minute walk from the beach, with a cul-de-sac next door that’s a local favorite viewpoint and gathering spot.
Popular amenities for house rentals in Pleasure Point
House rentals with a pool

Alpine Zen Retreat with heated pool, sauna and spa

Oceanfront beach house with private hot tub

Seascape Ocean Front Villa

Santa Cruz Beach House with Pool & Spa

Private Pool Villa for family getaways

Redwood Oasis - Private Heated Pool by State Park!

2-Acre Creek Estate: Pool, Spa & Firepit

Old Amesti Schoolhouse mid-bay amidst farmland
Weekly house rentals

Santa Cruz Beach Cottage Getaway

Steps to SunnyCove Beach! Game Room, Family Fun!

Mount Hermon Creekside Cottage

CAPITOLA PERFECT LOCATION! Steps 2 Beach/Shops

Beach Oasis in Downtown Santa Cruz

Modern Beach Retreat-Free EV Charging

Sunny Seabright Beach House

Lower Westside Sanctuary by Natural Bridges Beach
Private house rentals

Villa Vista upper-An unbelievable oceanfront home

Charming Pleasure Point Home-1 Block to beach

Luxury Capitola Getaway~Hot Tub~Steps to Beach

Surf & Soak: Coastal Cottage w/ Hot Tub I Bikes

2 bedroom house 3 blocks to the beach

Pleasure Point/Santa Cruz House, 1 Block to Beach!

Awesome Beach House 1 block from Pleasure Point

Family Beach Retreat with Hot Tub and Beach Access
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $462 SGD | $465 SGD | $514 SGD | $475 SGD | $498 SGD | $588 SGD | $635 SGD | $599 SGD | $509 SGD | $505 SGD | $538 SGD | $554 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 |
Destinations to explore
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- Rentals with outdoor seating Pleasure Point
- Family-friendly rentals Pleasure Point
- Flat rentals Pleasure Point
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- Rentals with a firepit Pleasure Point
- Rentals with a patio Pleasure Point
- Rentals with beach access Pleasure Point
- Rentals with a hot tub Pleasure Point
- Pet-friendly rentals Pleasure Point
- Rentals with a washing machine and dryer Pleasure Point
- Rentals with a fireplace Pleasure Point
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