
Family-friendly vacation rentals in Pleasure Point
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Top-rated family-friendly rentals in Pleasure Point
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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.

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!

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

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

Beach Front Dream House! Hottub/E-Bikes/Surfboards

Sea Otter Cottage in Santa Cruz!

Coastal Redwood Cabin | Hot tub | Private Creek

Ohana with Private Outdoor Shower and Hot Tub

Forest Cabin & Hot Tub

Sunny redwood forest cottage

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand
Family- and pet-friendly home rentals

Santa Cruz Beach Cottage Getaway

Luxurious 24’ Yurt in beautiful half acre garden

Caboose in the redwoods just outside of Cupertino

Eclectic Escape

Enjoy Garden Paradise 5min to beach in 3bdr house

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Dreamy Redwoods A-Frame+fireplace+tub for 2+dogs
Family-friendly home rentals with a pool

Santa Cruz Beach House with Pool & Spa

Private Pool Villa for family getaways

OCEAN Views and Steps from the BEACH, New & Modern

Beach Front Villa at Seascape Resort

Cabana in Sierra Azul Open Space Preserve

Old Amesti Schoolhouse mid-bay amidst farmland

Seascape Beach Resort condo with ocean view

Relax + Unwind in Brand New 2BD Modern Bch Retreat
When is the best time to visit Pleasure Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$76,432 GYD | G$75,803 GYD | G$86,273 GYD | G$79,573 GYD | G$81,248 GYD | G$95,906 GYD | G$103,654 GYD | G$97,581 GYD | G$82,923 GYD | G$81,667 GYD | G$87,739 GYD | G$88,996 GYD |
| 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 vacation rentals that are family-friendly in Pleasure Point

Total vacation rentals
Explore 130 vacation rentals in Pleasure Point

Nightly prices starting at
Pleasure Point vacation rentals start at G$27,222 GYD per night before taxes and fees

Verified guest reviews
Over 11,010 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Pleasure Point vacation rentals include wi-fi 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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