Holiday rentals with a pool in Half Moon Bay

Find and book unique homes with a pool on Airbnb

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.

%{current} / %{total}1 / 1
Top Guest favourite
Home in Portola Valley
4.93 out of 5 average rating, 166 reviews

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.

Guest favourite
Home in Aptos
4.95 out of 5 average rating, 105 reviews

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.

Top Guest favourite
Guesthouse in Oakland
4.97 out of 5 average rating, 269 reviews

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Top Guest favourite
Guesthouse in Woodside
4.99 out of 5 average rating, 340 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.

Top Guest favourite
Condo in Aptos
4.96 out of 5 average rating, 123 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

If you're looking for the best, you've found it. There's not a larger or better 1 bedroom condo in the main building at Seascape. It is the only 864 sq ft end unit with ocean view balcony and lots of windows to let the light in! Oh, and has a actual kitchen with a full size fridge and dishwasher. No matter what special occasion brings you to town, this is the condo you will want stay in! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities.

Guest favourite
Home in Los Altos
4.93 out of 5 average rating, 390 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Top Guest favourite
Farm stay in Walnut Creek
4.99 out of 5 average rating, 573 reviews

Garden Oasis Studio with Spa and Pool Walnut Creek

Former Plus-rated Studio. How about a rejuvenating get-away with pool and hot tub? Picture window overlooking a garden. Sunbathe poolside. Watch TV from a comfy bed before falling into a restful sleep. 27 stairs to house, 3 stairs inside unit. Complimentary beverage for 3+ nights/return stay. After 10 stays, $100 credit. Deep cleaned. 2 separate units off same foyer; no shared walls. Private locked unit door. Shared access to spa/pool (9am-11pm) for overnight guests only. Host lives upstairs.

Guest favourite
Guest suite in Fairfax
4.96 out of 5 average rating, 208 reviews

Mountain View Retreat

Exclusive garden level retreat in the peaceful coastal hills of Marin County. Private entry French doors open to expansive decks, magnificent views, large infinity pool, hot tub, & gas barbecue grill. 2 Flat-screen cable TV's, with premium channels, (living room & bedroom). High-speed Wi-Fi internet throughout. Central location for easy access to San Francisco, Sonoma/Napa wine country, Pacific Coast beaches, spectacular Redwood forests, and endless miles of hiking & biking trails.

Guest favourite
Guesthouse in Walnut Creek
4.96 out of 5 average rating, 123 reviews

The Willow Cottage

Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

Guest favourite
Guesthouse in Almaden Valley
4.97 out of 5 average rating, 997 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!

Guest favourite
Condo in Aptos
4.99 out of 5 average rating, 102 reviews

Oceanfront Family Condo

Escape to your oceanfront condo and unwind at the beautiful Seascape Resort. Your retreat features two bedrooms, each with en-suite bathrooms, plus a convenient half bath. Unobstructed sea views from both the balcony and patio. With two king beds, a queen sofa bed, a rollaway single, and amenities like a pack n play and highchair, it's perfect for families. Walk to the beach or cozy up by the fireplace. Your fun-filled seaside getaway awaits!

Guest favourite
Guest suite in San Rafael
4.91 out of 5 average rating, 337 reviews

Mountaintop poolside suite, sauna, views!

Gorgeous studio with private entrance is perfectly situated in Marin County, mid-way between Nor-Cal Wine Country and San Francisco. This is a beautiful area with endless fun and options for your getaway! The first-floor studio in our two-story guest house is remodeled with high-end finishes. Sunny outdoor patio, pool and sauna await with shared sunset overlook; generous space for two people to enjoy! Marin ToT 078730

Popular amenities for Half Moon Bay rentals with a pool

Destinations to explore