
Holiday rentals with a pool in Half Moon Bay
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Quick stats about holiday rentals with a pool in Half Moon Bay

Nightly prices starting at
Half Moon Bay holiday rentals start at $207 SGD 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.

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

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.

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.

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Stylish, beautiful and cozy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mi from Berkeley/Oakland, 50 mi from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mi from Walnut Creek BART station and 1 mi from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big, has rustic charm and is good for couples, solo and business travelers.

Poolside Retreat with Views • Private Guesthouse
Private hillside retreat with sweeping views, heated pool (May–Sep), & a standalone guesthouse all to yourselves. Ideal for couples seeking a peaceful escape, yet minutes from Marin's trails, charming towns, & easy day trips to San Francisco, Napa, Sonoma. Enjoy the privacy of a secluded getaway with the confidence of a top 1% local Superhost, personal recommendations, and a curated guidebook to help you experience the very best of the area. Marin's 1st Green Business Certified vacation rental.

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, 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.

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.

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens
Mountaintop gated 1 acre nature estate, serene, private, 2300 sq' home; 2500 sq' expansive decks & patios. Solar heated swimming pool. Sun! Enormous forest views. 4BD,3 BA; (4th BD is large family room w/ exc American Leather queen sofabed, twin bed, pool table). Living room fireplace; high speed wi-fi; 65"tv; prem cable pkg. Jacuzzi ($150 min. charge), WeberBBQ & outdoor sink. Putting green. Huge garden, patios, carpeted child's play area. Parties or events not allowed during Covid.

Cozy BUS on Farm Animal Rescue with CITY VIEW
Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway and World Cup spot! Enjoy your private suite, bathroom and large smart TV with all the action. Located within 3 miles of downtown Los Gatos and Campbell great food options. Levi's Stadium 9.5 miles, Mountain Winery Concerts 7.5 miles, San Jose International Airport 6.5 miles, SFO 35 miles, SAP Center/NCAA/Sharks 4.6 miles. We have professional cleaning. Check-out like a hotel, no starting laundry! Hot tub and Pool are a perfect way to relax and end the evening.

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!

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!
Popular amenities for Half Moon Bay rentals with a pool
House rentals with a pool

Pool, Hot tub SFO, Napa, Clean Home

Fully renovated private cul-de-sac home in Marin

Private Pool Villa for family getaways

Waterfront home w/ private dock and pool

Old Amesti Schoolhouse mid-bay amidst farmland

Private Oasis with Pool and Fire Pit

3 BR Home on Vineyard nr Palo Alto & Stanford

Craftman’s Castle
Apartment rentals with a pool

Seascape Ocean View Condo

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

OCEAN Views and Steps from the BEACH, New & Modern

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz
Other holiday rentals with a pool

*Official Resort Listing*DLX Ocean View 2 BD Villa

Romantic Mtn Studio - Pool, Sauna, Views!

Private Garden Cottage Belmont Hills*Pool*HotTub*

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

Separate entry room near Stanford

Beautiful Spacious Living w/Resort Like Feel

MCM Waterfront Pool/Hot Tub between SF and Napa

Garden Oasis Studio with Spa and Pool Walnut Creek
Destinations to explore
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- Rentals with a fireplace Half Moon Bay
- Rentals with a firepit Half Moon Bay
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- Rentals with pools United States
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Levi's Stadium
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- Seacliff State Beach
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





