
Vacation rentals with a pool in Half Moon Bay
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Quick stats about vacation rentals with a pool in Half Moon Bay

Nightly prices starting at
Half Moon Bay vacation rentals start at €146 per night before taxes and fees

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Over 20 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Half Moon Bay rentals

4.8 Average rating
Half Moon Bay stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Half Moon Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

🍀Escape - Brand New Modern Chic Coastal Retreat🍀
Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, a gourmet kitchen, and the charm of beach living.

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace
Spectacular ocean view condo with views towards Monterey AND Santa Cruz. Yes, you have the sunrise and sunset from both decks. Two story Seascape Villa, South Bluff. Very well designed space with living room, kitchen, deck & powder room on first floor, two bedrooms, two bathrooms, and a second deck upstairs. WiFi, free parking, ONE heated pool on the NORTH BLUFF, short walk down to the beach on a special path. L’Occitane Shampoo/Conditioner/Lotion, Nespresso for coffee. Bartesian Cocktail Maker.

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Walk to the beach, panoramic ocean view, and pool!
Kick back and relax in this calm, stylish space. With panoramic views of the pacific, chances are you'll see dolphins, otters, and even whales during season. Leave the doors open and nap to the sound of the waves hitting the shore! Heated pool on property & less than a 5-minute walk to the beach, restaurants, drinks, coffee, sandwiches and more! Recently upgraded with brand new flooring throughout condo, fireplace with mounted large smart tv (perf for movie nights!), soaking tub and comfy beds!

Luxury garden villa w/ hot tub and game room
Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

2bed OceanFront condo w/Pools+HotTub
Enjoy the comforts of a beach condo with the features of a luxury resort style retreat. This 2 bedroom 2.5 bathroom Villa has two balconies with incredible Ocean Views. Modern kitchen, and beach themed decor make this condo a vacation retreat you cannot miss. Plus 3 pools, heated year round! Located on 17-miles of secluded beachfront in Aptos California, south of Santa Cruz. Treat yourself to exquisite fine dining at the Sanderlings Restaurant, beach pathways and more!

Hillside Wellness Retreat | Pool, Gym & A/C
Escape to your own private hillside wellness retreat in Marin. Recharge with sweeping views, a heated saltwater pool, fitness studio, air conditioning, and a peaceful standalone guesthouse all to yourselves. Perfect for couples, solo travelers, remote workers, & small families seeking relaxation, outdoor adventure, or a getaway. Minutes drive from San Francisco, Napa, Sonoma, hiking, yoga, spas, and farm-to-table dining. Verified ultra-fast reliable WiFi and desk.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Luxury Silicon Valley Wellness and Work Oasis
Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Stay Alpha Home • Modern Redwood Retreat with Pool
Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!

Seascape Beach Resort condo with ocean view
Enjoy the sights and sounds of the Monterey Bay from our newly remodeled, Seascape Beach Resort Condo located in Aptos. It is a single level unit with 2 bedrooms and 2 bathrooms, a new fireplace, a balcony with white water, ocean views, a fully stocked coffee bar, new mattresses and updated furniture. You will have access to the North Bluff pool and North Bluff jacuzzi, the on-site restaurant / bar and easy beach access.
Popular amenities for Half Moon Bay rentals with a pool
House rentals with a pool

Private Pool Villa for family getaways

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Private cul-de-sac home in Marin with pool

Waterfront home w/ private dock and pool

Beautiful 4 Bedroom Hillside Retreat

Views for Miles | Hot Tub | Gated Hilltop Home

Luxury 4-Suite Carbon-Neutral Home With Pool

Old Amesti Schoolhouse mid-bay amidst farmland
Condo rentals with a pool

Spectacular Ocean View- Heated Pool & Spa Seascape

Beach Front Villa at Seascape Resort

Aptos Condo with Spectacular Ocean Views

OCEAN Views and Steps from the BEACH, New & Modern

Rare Oceanview Studio Seascape Resort!

OceanView Fully Equipped Ground Villa & Next2 Pool

La Casa de Alpaca

Seascape Resort Villa Beautiful Ocean View Sleep 6
Other vacation rentals with a pool

Spacious & Luxurious 1 BR w/Pool & Free Parking

Cabana with Warm Watsu Pool

The Willow Cottage

Private Suite w/ Views – Near SF & Wine Country

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Garden Oasis Studio with Spa and Pool Walnut Creek
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- Stanford University
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