
House holiday rentals in Pleasure Point
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Top-rated house rentals in Pleasure Point
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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

Heart of Capitola Village★Parking★King Bed★Pets Ok
Recently renovated with new hardwood floors & appliances. Spend your next beach getaway at this peaceful Capitola Village Cottage. This 2-bedroom, double story beach house is a 3 minute walk to the beach, many restaurants & shopping. Quiet and comfortable, it sleeps up to 6 guests. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 small dog (40lbs +/- ) *Parking for one car in the attached garage *Shared patio with Gas BBQ *Roku TV with Netflix, Disney+ YouTube

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.

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!

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand
Unwind by the Bay at this luxury Aptos beach bungalow near Rio Del Mar Beach. Enjoy cathedral ceilings, a private outdoor hot tub, heated bathroom floors, and a fully equipped kitchen. Perfect for couples, small families, or remote stays with Wi-Fi and Roku TV. Walk to the beach or explore nearby Seacliff State Beach, Capitola Village, and Santa Cruz Boardwalk. Relax, recharge, and soak up Monterey Bay’s coastal charm. Permit #211099

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.

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

Oceanfront beach house with private hot tub

Seascape Ocean Front Villa

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

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

Magnolia Garden Bungalow :)Dogs/Hot Tub

Short walk to beach - Perfect beach getaway

Walk to everything! Surf Colony Modern Surf Shack

Charming Beachfront Cottage

8 Palms

Quiet Santa Cruz Family Home

Bali-by-the-Beach...time for you!
Private house rentals

Lovely Home in the Redwoods

Panoramic Ocean Views - in Private Sanctuary

Bright, Beachy 1 Bedroom +Office

Pleasure Point Beach Cottage

Walk to Beach | Spa, Outdoor Kitchen + TV, Firepit

Beach House with Stunning Lake and Ocean Views

Cozy Beach Home

Cheerful 2 bedroom Tiny Home by the Beach
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £258 | £255 | £264 | £271 | £284 | £335 | £362 | £341 | £290 | £261 | £271 | £265 |
| 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 £37 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!
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- Rentals with beach access Pleasure Point
- Rentals with a hot tub Pleasure Point
- Family-friendly rentals Pleasure Point
- Rentals with a fireplace Pleasure Point
- Rentals with a patio Pleasure Point
- Cottage rentals Pleasure Point
- Rentals with a firepit Pleasure Point
- Rentals with a washing machine and dryer Pleasure Point
- Rentals with outdoor seating Pleasure Point
- Pet-friendly rentals Pleasure Point
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- Levi's Stadium
- Santa Cruz Beach
- Stanford University
- Capitola Beach
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Las Palmas Park
- Carmel Beach
- Seacliff State Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Henry Cowell Redwoods State Park
- Carmel Beach
- Winchester Mystery House
- Davenport Beach
- California’S Great America
- Twin Lakes State Beach
- Asilomar State Beach
- Gilroy Gardens Family Theme Park
- Manresa Main State Beach
- Natural Bridges State Beach
- Googleplex
- Pebble Beach Golf Links
- The Forest of Nisene Marks State Park




