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

Luxury Beach House - Game Room & Hot Tub
Rebuilt from the ground up in 2018. European oak hardwood floors and custom finishes throughout. During the day, enjoy walking to the beaches, surfing, and shops only minutes away. After a day of fun in the sun, BBQ with friends and family. Then, gather around the fire pit, hang out in the game room shooting pool and then take a soak in the hot tub. Bikes, boogie boards, surfboards, beach chairs included for guests use. No visitors or outside guests at any time. Only 8 registered guests max.

Relax + Unwind in Brand New 2BD Modern Bch Retreat
Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

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.

Beach Front Dream House! Hottub/E-Bikes/Surfboards
Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

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!

Kid-friendly Beach House; 5 minute walk to Beach
🏖️ Charming Kid-Friendly 2 bedroom Beach Bungalow just 5 min walk to Twin Lakes/Black’s Beach! Short walk to the harbor, Sunday Farmers Market, cafés, dining & surf spots. Includes games, books, misc. beach gear, washer/dryer & cozy coastal vibes. Ideal family getaway in the heart of Santa Cruz! 🌊 🏄♂️ Short drive to Pleasure Point & Beach Boardwalk🎢. Newly remodeled w/ modern kitchen, wood floors & stainless appliances. 🌿 Fully fenced yard with turf—perfect for kids!

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!

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.

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.
Popular amenities for house rentals in Pleasure Point
House rentals with a pool

Alpine Zen Retreat

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
Weekly house rentals

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

Cozy Capitola, Santa Cruz Home-Beach, Pleasure Pt.

Charming Beachfront Cottage

Midtown to All Things Santa Cruz

Modern Beach House/Short walk to beaches/Boardwalk

Sunny Seabright Beach House

Wave House by the Beach for Two!

Beach Hill Hideaway - Beach Boardwalk, steps away
Private house rentals

Pleasure Point Beach Cottage

Magical hilltop 3-bedroom with spectacular views

Mount Hermon Creekside Cottage

Hottub, Firepit, Outdoor TV | Walk to Beach

Escape to "Enseñada Del Sol" Beach House

8 Palms

Peaceful Redwood Retreat in the heart of town

Winter at the Beach- 25th Beach Retreat w/ hot tub
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $456 SGD | $450 SGD | $466 SGD | $478 SGD | $501 SGD | $592 SGD | $638 SGD | $602 SGD | $512 SGD | $460 SGD | $478 SGD | $468 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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 10,540 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
50 properties have a dedicated workspace

Wifi availability
110 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!
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- Rentals with a washing machine and dryer Pleasure Point
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