
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 €148 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.

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.
4.93 out of 5 average rating, 182 reviews
Beautiful 4 Bedroom Hillside Retreat
Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING
4.98 out of 5 average rating, 120 reviews
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.
4.99 out of 5 average rating, 380 reviews
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!
4.88 out of 5 average rating, 110 reviews
Relax + Unwind in Brand New 2BD Modern Bch Retreat
Sea breezes and unobstructed 180-degree ocean front views greet you from the large 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 beautiful, chic space, guests tell us they love the amazing beds, 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.
4.96 out of 5 average rating, 184 reviews
Private cul-de-sac home in Marin with pool
Fully renovated 2-bedroom, 1.5-bathroom home with 3 beds, central AC, strong wifi, family-friendly amenities, private pool, and putting green in Gerstle Park, San Rafael, CA. Short walk to parks, tennis / pickle ball court, restaurants, bars, and shops. 30-minute drive to San Francisco, Berkeley, or Wine Country. Whether it's sightseeing, wine tasting, or local cuisine you're seeking out, we've got you covered. *Loud music + parties are prohibited **Pool is only accessible Apr - Oct
4.96 out of 5 average rating, 114 reviews
The Hacienda- Santa Cruz Mountain Ridgetop Retreat
"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.
4.95 out of 5 average rating, 126 reviews
Aptos Condo with Spectacular Ocean Views
Enjoy stunning full ocean and sand views from Monterey to Santa Cruz at this beautifully located beach retreat. Watch whales and dolphins from the deck, relax by the ocean-view swimming pool just steps away, or take a short walk to the beach. Santa Cruz Beach & Boardwalk is just 15 minutes away, world famous Monterey Bay Aquarium and Pebble Beach 45 minutes, and Levi’s Stadium only 30 miles. This oceanfront escape is the perfect blend of location, comfort, and unforgettable views.
4.78 out of 5 average rating, 600 reviews
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.
4.93 out of 5 average rating, 155 reviews
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.
4.98 out of 5 average rating, 253 reviews
Cabana in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!
4.97 out of 5 average rating, 1037 reviews
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.
4.94 out of 5 average rating, 455 reviewsPopular amenities for Half Moon Bay rentals with a pool
House rentals with a pool

Waterfront home w/ private dock and pool
4.94 out of 5 average rating, 117 reviews
Luxury 4-Suite Carbon-Neutral Home With Pool
4.96 out of 5 average rating, 104 reviews
Old Amesti Schoolhouse mid-bay amidst farmland
4.96 out of 5 average rating, 135 reviews
Private Oasis with Pool and Fire Pit
4.92 out of 5 average rating, 159 reviews
Spacious 4BD Home, Downtown Mountain View + Pool
4.85 out of 5 average rating, 150 reviews
Large Home in Palo Alto, 5 bedrooms, Pool
4.92 out of 5 average rating, 123 reviews
Silicon Valley Executive home in Santa Clara
4.92 out of 5 average rating, 100 reviews
Zen Meets Pool Retreat!
4.99 out of 5 average rating, 241 reviewsCondo rentals with a pool

OCEAN Views and Steps from the BEACH, New & Modern
4.93 out of 5 average rating, 139 reviews
Spectacular Ocean View- Heated Pool & Spa Seascape
4.99 out of 5 average rating, 162 reviews
Beach View Condo - Heated Pool - Seascape Resort
4.98 out of 5 average rating, 188 reviews
Beach Front Villa at Seascape Resort
4.86 out of 5 average rating, 199 reviews
Sandpiper by the Sea
4.82 out of 5 average rating, 299 reviews
Seascape Resort Villa Beautiful Ocean View Sleep 6
4.97 out of 5 average rating, 142 reviews
Rare Oceanview Studio Seascape Resort!
4.82 out of 5 average rating, 215 reviews
OceanView Fully Equipped Ground Villa & Next2 Pool
5.0 out of 5 average rating, 121 reviewsOther vacation rentals with a pool

Modern Ocean View 2 BD w Parking.
4.84 out of 5 average rating, 749 reviews
2bed OceanFront condo w/Pools+HotTub
4.94 out of 5 average rating, 400 reviews
Apartment above Levi Stadium.
4.98 out of 5 average rating, 305 reviews
MCM Waterfront Pool/Hot Tub between SF and Napa
4.92 out of 5 average rating, 589 reviews
The Willow Cottage
4.94 out of 5 average rating, 145 reviews
Coastal Zen Den
4.83 out of 5 average rating, 111 reviews
Tropical Garden Cottage +HOT TUB &POOL by Downtown
4.91 out of 5 average rating, 662 reviews
Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens
4.95 out of 5 average rating, 219 reviewsDestinations to explore
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach





