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Holiday rentals with outdoor seating in Pleasure Point

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Top-rated rentals with outdoor seating in Pleasure Point

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Home in Boulder Creek

4.88 out of 5 average rating, 238 reviews

The Artists' Tree House

STVR permit #221203. This charming home is perched in the trees with views of the forest through the skylights. Close to the mountain town of Boulder Creek if you need groceries. We aim to give you the most comfortable stay and modern amenities. If you are a remote worker, we have a work space in each bedroom with a large monitor and desk. Dogs are welcome. Smoking outdoors is permitted. Located 35min to Santa Cruz, 1:30 to downtown SF and 45min to San Jose. Hot tub under the redwoods and relax!

Guest favourite

Guest house in Boulder Creek

4.99 out of 5 average rating, 208 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Guest favourite

Home in Santa Cruz

4.96 out of 5 average rating, 176 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

The 2 bd house (#141214) is located in walking distance to Capitola Village ( 8 min walk) which has a fab beach and a large selection restaurants and shops. Pleasure Point is also close with 38th Ave Surf Sanctuary, Privates beach, Verve Coffee, Bike Paths and numerous restaurants. The hosts are available for any questions or issues. They live in the cottage on the back part of the property and there is a charming privacy fence. They are very diligent to make sure your privacy is respected.

Guest favourite

Home in Moss Landing

4.88 out of 5 average rating, 130 reviews

Haute Enchilada Beachside Resort

Clean, quiet, bohemian beach-side jewel! - Private & gated guests only parking - Across the street from the beach, Moss Landing harbor & KOA - Home to Teco & Valentina, resident barn owls. Owls are known to put on quite a show! They are beautiful! Watch them in their owl box from the live feed on our website/YouTube! - One dog max, $50. - EV charging permitted, $25/day Located on same property as The Haute Enchilada Cafe & Gallery. Visit The Haute Enchilada website for lunch reservations.

Guest favourite

Home in Upper Seabright

4.95 out of 5 average rating, 113 reviews

Vacation home Seabright Santa Cruz with Sauna

Charming Seabright Getaway Experience the best of Seabright, with everything you need just a short walk away! Located 0.5 miles from the beach, the harbor, and the iconic Boardwalk (0.6 miles) Our cozy home embodies the spirit of indoor-outdoor living, thoughtfully designed for comfort and relaxation. Highlights include a Succulent Haven unique treehouse, a sauna for unwinding, and many amenities:bikes, surfboards, a paddleboard, BBQ, fire pit, hammocks, cozy deck w/ comfortable seating.

Home in Santa Cruz

4.92 out of 5 average rating, 338 reviews

Modern Designer: Amazing Location

Beautiful modern home, with ocean view from 2 of the bedrooms. walking distance to the beach and internationally known surfing spots. Surrounded by trees and nature, perfect to enjoy amazing sunrises and sunsets. Convenient location , between Santa Cruz and Capitola. Close to shopping, restaurants, coffee shops and one of the best ice-cream shop in town. Perfect for family reunion, special events accommodation and small group retreats. Not for parties, is in a quiet street and neighborhood.

Guest favourite

Home in Aptos

4.99 out of 5 average rating, 212 reviews

Aptos Beachfront House Winter Discount

Oceanfront Beach House with views from every room! Steps from the beach. Gorgeous sunsets on the spacious deck with views of Santa Cruz coastline. Close to wine tasting, vineyards and breweries. Prime location, Rio-del-Mar beach, walking distance to coffee shop, restaurants, store and State Park. Perfect for a Romantic get away or family vacation! No more than 6 guests. Includes Outdoor shower, bikes (2), Boogie boards (2), Kayaks (2), sand toys, Beach chairs Beach towels, Wetsuits

Guest favourite

Bungalow in Upper Seabright

4.89 out of 5 average rating, 264 reviews

Theory of Color: A Sensory Retreat

Welcome to your serene sensory retreat! Tucked away in a tranquil, private location, this charming rental features vibrant lazure-style walls that evoke peace. Relax in the outdoor bathtub, embraced by nature. Unwind, recharge, and awaken your senses in this idyllic haven. Built in 1928 and fully modernized, this stylish retreat is bright and inviting. Enjoy easy walks to the beach (0.7 mi), harbor (0.5 mi), boardwalk (1.1 mi), downtown (1.5 mi), Rio Theater (0.5 mi), and UCSC (3 mi).

Guest favourite

Home in Castroville

4.96 out of 5 average rating, 184 reviews

Oceanfront Retreat w/Private HotTub

Beachfront oasis with majestic views of the Pacific Ocean and stunning sunsets! Recently remodeled & and conveniently located halfway between Santa Cruz & Monterey/Carmel. We love our split-level home layout with the dining & living rooms on upper levels for the best ocean views over the dunes. Enjoy privacy in our secure gated community with family fun amenities: tennis, pool, ping-pong, Pop-A-Shot basketball, etc. *** BEWARE OF SCAMS! WE DO NOT OFFER LOWER RATES ON CRAIGSL _ _ T!

Guest favourite

Home in Aptos

4.85 out of 5 average rating, 162 reviews

Panoramic Ocean Views - in Private Sanctuary

Escape to this remote home nestled ontop the Aptos hills. The house provides panoramic white water ocean views with a large open floor plan, and a gourmet kitchen. Wake up to an ocean view from the master bedroom. The front decks are a perfect spot to relax while sipping your morning coffee. The backyard is a sanctuary for hummingbirds and other wildlife. You'll feel worlds away while still being very close to hiking and the beach. We only allow 2 vehicles

Cottage in Felton

4.85 out of 5 average rating, 121 reviews

Private Cottage with a View

Brand new clean and cozy home with all the comforts you will need. Netflix and chill, or BBQ on your private patio, this home is indoor and outdoor living. Enjoy the plushness of this brand new home with a great view. Only 12 minutes to the ocean or boardwalk and step outside your front door to the redwoods. Privacy and proximity to amazing hikes, restaurants and town are perfect here. Just come relax in this plush cozy home.

Guest favourite

Tent in Soquel

4.96 out of 5 average rating, 292 reviews

Forest Glamping Near The Beach

Our tents are located in the Soquel mountains only 10 minutes to the beach! Our glamping experience provides a relaxing, comfortable, and upgraded experience with the wilderness. We are a premier glamping location that is perfectly located near the beach, hiking, wineries, and incredible dining. We take a typical camping experience and level it up! Being in the forest with the beach in the near distance is unlike anything else.

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Popular amenities for outdoor seating rentals in Pleasure Point

Free parking on premises

Air conditioning

House rentals with outdoor seating

Guest favourite

Home in Aptos

4.99 out of 5 average rating, 111 reviews

Short walk to beach - Perfect beach getaway

Guest favourite

Home in Capitola

4.93 out of 5 average rating, 239 reviews

CAPITOLA PERFECT LOCATION! Steps 2 Beach/Shops

Guest favourite

Home in Santa Cruz

4.96 out of 5 average rating, 156 reviews

Escape to "Enseñada Del Sol" Beach House

Guest favourite

Home in Aptos

4.99 out of 5 average rating, 157 reviews

Warm & Cozy Villa for family getaways

Guest favourite

Home in Capitola

4.92 out of 5 average rating, 105 reviews

Capitola Beach Gem- 3 bedroom- Sleeps 8

Guest favourite

Home in Aptos

4.99 out of 5 average rating, 211 reviews

The Seacliff Family Beach House!

Guest favourite

Home in Santa Cruz

4.96 out of 5 average rating, 211 reviews

Best Beach House Santa Cruz-Opal Cliff Beach House

Guest favourite

Home in Santa Cruz

4.8 out of 5 average rating, 178 reviews

Beach View, Pet Friendly, 1 Min Walk to Sand

Apartment rentals with outdoor seating

Guest favourite

Flat in Capitola

4.94 out of 5 average rating, 107 reviews

Beautiful Capitola Village Two Bedroom

Guest favourite

Flat in Felton

4.98 out of 5 average rating, 443 reviews

Private Suite in the Redwoods with a View

Flat in Santa Cruz

4.85 out of 5 average rating, 215 reviews

Peaceful Santa Cruz Retreat

Guest favourite

Flat in Santa Cruz

4.95 out of 5 average rating, 141 reviews

Adorable 2 bed/1 bath West Side Santa Cruz home

Guest favourite

Flat in Upper Seabright

4.88 out of 5 average rating, 254 reviews

Sunny, modern/contemporary one-bedroom.

Guest favourite

Flat in Santa Cruz

4.91 out of 5 average rating, 522 reviews

Aloha Apartment w/Spa

Guest favourite

Flat in Capitola

4.93 out of 5 average rating, 139 reviews

Comfy Capitola Village Condo,walk to all the fun!

Guest favourite

Flat in Capitola

4.85 out of 5 average rating, 205 reviews

Capitola Village Beach "Riverview"

Apartment rentals with outdoor seating

Guest favourite

Apartment in Aptos

4.96 out of 5 average rating, 26 reviews

Spectacular Ocean View - 2 Decks - Heated Pools

Guest favourite

Apartment in Watsonville

4.91 out of 5 average rating, 209 reviews

One of a kind full River and Ocean view!

Guest favourite

Apartment in Aptos

4.97 out of 5 average rating, 119 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

Guest favourite

Apartment in Watsonville

4.95 out of 5 average rating, 437 reviews

A Total "Distanced" Coastal Experience!

Guest favourite

Apartment in Capitola

4.99 out of 5 average rating, 145 reviews

Seaview Condo - 150 Steps to the beach!

Guest favourite

Apartment in Aptos

4.85 out of 5 average rating, 178 reviews

Beach Front Villa at Seascape Resort

Guest favourite

Apartment in Aptos

5 out of 5 average rating, 86 reviews

Full Ocean View, 2 decks, lots of extras

Guest favourite

Apartment in Upper Seabright

4.97 out of 5 average rating, 280 reviews

Welcome to Harbor House. Your Favorite Home at the Beach.

Quick stats about holiday rentals with outdoor seating in Pleasure Point

Total rentals
80 properties
Nightly prices starting at
$108 SGD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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