
House holiday rentals in Pleasure Point
Find and book unique houses on Airbnb
Top-rated house rentals in Pleasure Point
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming cottage in westside SC 2 blks from beach
Gingerbread-like cottage (600 square feet) was built from old growth redwood in 1922. Since remodeled with all the amenities. A private sanctuary, set back and hidden from street. Two block walk to ocean along tree-lined path in a quiet neighborhood on the west side. Serene and tranquil, lovely outdoor deck and garden. Half mile from selection of boutique wine tasting, breweries, and coffee roasters. We apologize for not being able to host children under 5 for safety reasons. 2 night minimum

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

The Fox's Den A Relaxing 1 Bedroom Redwood Retreat
Relax in your own forest retreat in the beautiful redwoods of Nisene Marks State Park, yet amazingly only 2. 3 miles from Rio Del Mar beach. Permit #181122. You’ll love the cozy fireplace, the views, and it's proximity to Aptos Village. The location is ideal if you want to begin your day with a bike ride or a hike through the forest. Or you may want to take the short drive or cycle to the beach, soak up some sun, catch some surf and listen to the waves splash against the sand until the sunset.

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.

Kid-Friendly Beach Cottage-Beach Gear-Aquarium tix
Kid-Friendly 2 br Beach cottage just 5 min walk to Twin Lakes Beach! Short walk to Sunday Farmers Market, cafés, dining & surf spots. Newly remodeled w/ modern kitchen, wood floors & stainless appliances. Fully fenced yard with turf—perfect for kids! Includes games, books, beach gear (incl. wagon, double stroller, toys), bikes, washer/dryer. Short bike ride/drive to Pleasure Point & Beach Boardwalk. 2 Monterey Bay Aquarium tix included. Pet friendly with owner approval before booking.

Surf & Family Fun - Palisades Beach Home
This home is merely a stone's throw from Moran Beach & Pleasure Point! Enjoy the tranquility provided by a cul de sac facing a green zone. This is an entirely updated home with a kitchen designed for gourmet cooking and entertaining. It opens to the family room with a bar for continual interaction. The yard is a botanical pleasure, spacious and private. There is a new, virtually chemical-free hot tub. Enjoy wine tasting; surfing; cycling; walking trails, beaches & tide pools!

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 #211102). 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!

Sunny Seabright Beach House
Sunny beach house located in Midtown, Santa Cruz. Amazing location with a five minute walk to the Santa Cruz Beach Boardwalk. Just a few blocks from Seabright Beach, the Santa Cruz Yacht Harbor and some of the best local restaurants and breweries in town. The home boasts a well-furnished rooftop deck, a beautiful open floor plan, and a fully equipped kitchen. This house is cozy, bright, and inviting. You will surely love your stay here!

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.

8 Palms
Clean and Comfortable 2 bedroom 2 bath Ranch Style House in a Great Central Location!!! Close to Downtown, The Santa Cruz Beach and Boardwalk, The Santa Cruz Wharf, Seabright Beach, The Boat Harbor, The Crows Nest, Seabright Social, The Buttery, Lillians Italian Restaurant, The Crepe Place, Shoppers Corner, Whole Foods. Basically there are a bunch of great amenities very close.

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

Oceanfront beach house with private hot tub

Seascape Ocean Front Villa

Santa Cruz Beach House with Pool & Spa

Monterey Bay Oasis on the Ocean!

La Selva Seaside Sanctuary

Old Amesti Schoolhouse mid-bay amidst farmland

Oceanfront Retreat w/Private HotTub

Nuby's Bed & Breakfast (SCC Permit #251085)
Weekly house rentals

Beach House-HotTub-Srfbrds-Bikes

Cozy Cabin on beautiful farm, walk to Henry Cowell

Walk to Capitola Beach, Pleasure Point or 41st Ave

The Seacliff Family Beach House!

Midtown to All Things Santa Cruz

Sunlit Surf Studio | Downtown - Walk to Beach!

Half Off this week at Opal Cliff Beach House!

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand
Private house rentals

Pleasure Point Beach Cottage

Luxury Capitola Getaway~Hot Tub~Steps to Beach

Beach House with Stunning Lake and Ocean Views

Modern Beach House/Short walk to beaches/Boardwalk

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

Cozy. Seafront. Cottage.

House in Santa Cruz 500 feet from Sunny Cove Beach

The Driftwood Cottage
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 SGD | $444 SGD | $461 SGD | $473 SGD | $495 SGD | $585 SGD | $631 SGD | $595 SGD | $506 SGD | $502 SGD | $535 SGD | $550 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 |
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 11,060 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 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!
Destinations to explore
- Los Angeles Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- San Jose Holiday rentals
- Santa Monica Holiday rentals
- Silicon Valley Holiday rentals
- Pet-friendly rentals Pleasure Point
- Rentals with outdoor seating Pleasure Point
- Rentals with beach access Pleasure Point
- Rentals with a hot tub Pleasure Point
- Rentals with a patio Pleasure Point
- Rentals with a washing machine and dryer Pleasure Point
- Cottage rentals Pleasure Point
- Family-friendly rentals Pleasure Point
- Rentals with a fireplace Pleasure Point
- Rentals with a firepit Pleasure Point
- House rentals Santa Cruz County
- House rentals California
- House rentals United States
- Stanford University
- Santa Cruz Beach
- Monterey Bay Aquarium
- Capitola Beach
- Rio Del Mar Beach
- Carmel Beach
- SAP Center
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Levi’s Stadium
- Winchester Mystery House
- California’S Great America
- Davenport Beach
- Carmel Beach
- Asilomar State Beach
- Twin Lakes State Beach
- Gilroy Gardens Family Theme Park
- Googleplex
- Natural Bridges State Beach
- Manresa Main State Beach
- Pebble Beach Golf Links
- The Forest of Nisene Marks State Park
- Big Basin Redwoods State Park
- Seabright Beach




