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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 €147 per night before taxes and fees

  • Verified guest reviews

    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.

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Guest favorite
A spacious deck is showcased with comfortable seating arrangements, complemented by a dining table. Lush greenery in planters is visible, along with panoramic ocean views under a clear blue sky. A cozy rug anchors the seating area, inviting relaxation.
Home in Aptos

Relax + Unwind in Brand New 2BD Modern Bch Retreat

Sea breezes and unobstructed 180-degree ocean views greet you from the 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 comfortable, chic space, guests tell us they love the amazing beds, soft linens, 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, 180 reviews
Guest favorite
A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.
Home in Portola Valley

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, 179 reviews
Top guest favorite
A sunny balcony is seen with two chairs and a small table, surrounded by decorative plants. The ocean can be viewed in the background, with clear skies and sunlight reflecting on the water. A vibrant rug covers the balcony floor.
Condo in Aptos

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.

5.0 out of 5 average rating, 131 reviews
Top guest favorite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside

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, 379 reviews
Guest favorite
A view captures a multi-story building positioned near the shore, with cars parked along the street. The ocean stretches beyond, featuring calm blue waters and a clear sky above. The beach is visible in the distance, enhancing the coastal atmosphere.
Condo in Aptos

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, 105 reviews
Guest favorite
A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.
Villa in Santa Cruz

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, 153 reviews
Top guest favorite
A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.
Home in Aptos

Private Pool Villa for family getaways

Looking for a comfy space to spend time with friends and family? Beach or great outdoors more your thing? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny locale is your comfortable home base for your next adventure. Why not just hang out by the pool? The water typically stays comfortable for swimming from April-September. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

4.97 out of 5 average rating, 255 reviews
Top guest favorite
A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.
Guesthouse in San Rafael

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, 249 reviews
Top guest favorite
The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.
Guesthouse in Los Gatos

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!

4.99 out of 5 average rating, 620 reviews
Top guest favorite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos

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, 452 reviews
Superhost
An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.
Place to stay in Los Gatos

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!

4.78 out of 5 average rating, 114 reviews
Guest favorite
A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.
Apartment in Menlo Park

Charming 2BR Apartment near tech Giants & Stanford

Welcome to our Luxurious 2 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, two comfortable bedrooms, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

4.94 out of 5 average rating, 178 reviews

Popular amenities for Half Moon Bay rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.
Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

4.95 out of 5 average rating, 125 reviews
Guest favorite
The exterior view captures a spacious waterfront home with a private dock featuring a floating pool. Palm trees line the property, and outdoor seating areas are visible. A covered section houses a boat, enhancing the serene waterfront setting.
Home in Discovery Bay

Waterfront home w/ private dock and pool

4.94 out of 5 average rating, 117 reviews
Top guest favorite
Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

4.97 out of 5 average rating, 118 reviews
Guest favorite
A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.
Home in San Rafael

Private cul-de-sac home in Marin with pool

4.96 out of 5 average rating, 112 reviews
Guest favorite
The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.
Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland

4.96 out of 5 average rating, 133 reviews
Top guest favorite
A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.
Home in Santa Clara

Silicon Valley Executive home in Santa Clara

4.92 out of 5 average rating, 100 reviews
Top guest favorite
A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.
Home in San Jose

Private Oasis with Pool and Fire Pit

4.92 out of 5 average rating, 155 reviews
Top guest favorite
The spacious living room features light wooden flooring and white ceiling beams. Comfortable gray sofas surround a white coffee table on a patterned rug. Large windows allow natural light to fill the room, illuminating the fireplace and inviting atmosphere.
Home in Mountain View

Modern 4bd/3ba w/ pool In Downtown MV

4.85 out of 5 average rating, 147 reviews

Condo rentals with a pool

Guest favorite
A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.
Condo in Aptos

Beach Front Villa at Seascape Resort

4.86 out of 5 average rating, 199 reviews
Top guest favorite
The coastline extends along the horizon, where the ocean meets a colorful sunset. Tall trees frame the scene, while layered greenery sets a natural border, creating a peaceful atmosphere. The Seascape logo is prominently displayed, indicating the luxury rental identity.
Condo in Aptos

Spectacular Ocean View- Heated Pool & Spa Seascape

4.99 out of 5 average rating, 160 reviews
Guest favorite
Condo in Aptos

Aptos Condo with Spectacular Ocean Views

4.78 out of 5 average rating, 595 reviews
Top guest favorite
A white mug is positioned on a smooth stone ledge, overlooking a sandy beach meeting the ocean. Soft waves are visible in the distance, while a pathway winds through green grass in the foreground, leading towards the coastline.
Condo in Aptos

Beach View Condo - Heated Pool - Seascape Resort

4.98 out of 5 average rating, 185 reviews
Top guest favorite
An open living area features a comfortable grey sofa facing large windows that showcase ocean views. A round dining table with four chairs is positioned near the kitchen, enhancing the spacious layout. Soft lighting is provided by a ceiling fixture.
Condo in Aptos

OCEAN Views and Steps from the BEACH, New & Modern

4.93 out of 5 average rating, 137 reviews
Top guest favorite
The image depicts a serene beach scene at sunset, with gentle waves lapping at the shore. Grassy dunes adorned with tall, golden grasses frame the coastline, enhancing the natural beauty of the tranquil ocean that stretches towards the horizon.
Condo in Aptos

Seascape Resort Villa Beautiful Ocean View Sleep 6

4.97 out of 5 average rating, 141 reviews
Top guest favorite
A serene view of the ocean at sunset, showcasing vibrant hues of orange, pink, and purple in the sky. Lush green lawn stretches in the foreground, with silhouettes of trees and coastal vegetation framing the peaceful landscape.
Condo in Aptos

OceanView Fully Equipped Ground Villa & Next2 Pool

5.0 out of 5 average rating, 121 reviews
Top guest favorite
A two-story condo with a contemporary exterior features vertical wooden siding in soft blue tones. A wide staircase leads to the entrance, which is sheltered by a canopy. Large windows allow natural light to enter, surrounded by greenery and a small shrub at the front.
Condo in Aptos

Sandpiper by the Sea

4.81 out of 5 average rating, 297 reviews

Other vacation rentals with a pool

Superhost
An expansive view of the ocean dominates the scene, showcasing the beach coastline and a pier extending into the water. The horizon features a clear blue sky, while a railing is visible in the foreground, providing a sense of elevation.
Apartment in Aptos

Modern Ocean View 2 BD w Parking.

4.84 out of 5 average rating, 746 reviews
Top guest favorite
A bright living area is showcased, featuring a comfortable white leather sectional and modern Eames Lounge Chairs. An elegant glass coffee table is positioned on a vibrant area rug. Large windows allow for natural light and views of tropical landscaping, while a stylish chandelier adds an artistic touch.
Apartment in San Rafael

Private Suite w/ Views – Near SF & Wine Country

4.99 out of 5 average rating, 129 reviews
Top guest favorite
A balcony features two chairs and a small table, overlooking a bright blue pool and the ocean beyond. Sunlight illuminates the space, enhancing the view of the nearby beach and the landscape of the surrounding resort.
Townhouse in Aptos

2bed OceanFront condo w/Pools+HotTub

4.94 out of 5 average rating, 398 reviews
Top guest favorite
Guest suite in Willow Glen

Private Queen Suite-Pool & Hot Tub, private entry

4.95 out of 5 average rating, 212 reviews
Top guest favorite
A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.
Guesthouse in Sunnyvale

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

4.99 out of 5 average rating, 257 reviews
Top guest favorite
A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.
Guesthouse in Willow Glen

Cabana with Warm Watsu Pool

4.97 out of 5 average rating, 647 reviews
Guest favorite
The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.
Bus in East San Jose

Cozy BUS on Farm Animal Rescue with CITY VIEW

4.94 out of 5 average rating, 158 reviews
Superhost
An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.
Guesthouse in Walnut Creek

The Willow Cottage

4.94 out of 5 average rating, 144 reviews

Destinations to explore