
Holiday rentals with a pool in San Francisco Peninsula
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Francisco Peninsula
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.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway spot! Enjoy your private suite, bathroom and large smart TV, pool and hot tub outside your door. Located within 3 miles of downtown Los Gatos and Campbell with great food options. Levi's Stadium/49ers 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.

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.

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
Tucked between pine, oak, & redwood trees is a 4 year old, high end cottage nestled with amazing views of the mountains. Peaceful, upscale gated, property. 1 mile to large regional parks for hiking, mountain biking & horse stables. Nature at its best! Pool heated to 82F 4/1-10-31. 16 miles to San Francisco, 5-10 minutes to many restaurants. Jacuzzi & barrel sauna, grill. Large patio, pool /new deck (6500 sq foot outdoor oasis shared with main house small family of 4). Own spot in driveway.

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.

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.

Garden Oasis 1 BR Suite w Spa & Pool, Walnut Creek
How about a rejuvenating get-away with pool and hot tub? Relax on a patio lounger overlooking a tropical garden. Enjoy an evening snack while watching a movie. Super comfy bed and separate living room. Deep cleaned. 2 separate units off same foyer; but no shared walls. Private locked unit door. Shared access to spa/pool (9am-10pm) for overnight guests only. 27 stairs to reach house. Host lives upstairs. Complimentary beverage for 3+ nights. After 10 stays, $100 credit.

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 - minutes from Marin's trails, charming towns, & easy day trips to San Francisco, Napa, Sonoma. Enjoy a 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.

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.

Luxury 2BR Apt near Tech Companies and 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 both with queen size bed, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Cabana with Warm Watsu Pool
Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.
Popular amenities for San Francisco Peninsula rentals with a pool
House rentals with a pool

Views for Miles | Hot Tub | Gated Hilltop Home

Private Oasis with Pool and Fire Pit

Fully renovated private cul-de-sac home in Marin

Beautiful 4 Bedroom Hillside Retreat

Little Poolside House near Downtown Mountain View!

Waterfront home w/ private dock and pool

Large Home in Palo Alto, 5 bedrooms, Pool

Craftman’s Castle
Apartment rentals with a pool

The Alpaca House

Lux Water View with Balcony Minutes -San Francisco

Townhouse/condo. Close to 2 downtowns & Stanford

Willow Place

Modern 1B1B condo + quiet patio | Downtown Mt View

Hidden Gem Condo with Tranquil Pool

Quiet & Comfortable Entire Furnished Apartment

New listing, AC, spacious condo w mountain view
Other holiday rentals with a pool

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens

Stay Alpha Home • Modern Redwood Retreat with Pool

Tropical Garden Cottage +HOT TUB &POOL by Downtown

The Willow Cottage

Separate entry room near Stanford

MCM Waterfront Pool/Hot Tub between SF and Napa

Romantic Mtn Studio - Pool, Sauna, Views!

Apartment above Levi Stadium.
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Reno Holiday rentals
- Fresno Holiday rentals
- Monterey Holiday rentals
- Santa Cruz Holiday rentals
- Three Rivers Holiday rentals
- Rentals with an accessible-height toilet San Francisco Peninsula
- Guest house rentals San Francisco Peninsula
- House rentals San Francisco Peninsula
- Rentals with a firepit San Francisco Peninsula
- Rentals with a washing machine and dryer San Francisco Peninsula
- Fitness-friendly rentals San Francisco Peninsula
- Loft rentals San Francisco Peninsula
- Bed and breakfasts San Francisco Peninsula
- Rentals with outdoor seating San Francisco Peninsula
- Rentals with a balcony San Francisco Peninsula
- Holiday home rentals San Francisco Peninsula
- Hostel rentals San Francisco Peninsula
- Rentals with beach access San Francisco Peninsula
- Smoking-friendly rentals San Francisco Peninsula
- Hotel rooms San Francisco Peninsula
- Rentals with a sauna San Francisco Peninsula
- Rentals with a soaking bathtub San Francisco Peninsula
- Cabin rentals San Francisco Peninsula
- Cottage rentals San Francisco Peninsula
- Serviced apartment rentals San Francisco Peninsula
- Boutique hotels San Francisco Peninsula
- Rentals with an EV charger San Francisco Peninsula
- Tiny house rentals San Francisco Peninsula
- Apartment rentals San Francisco Peninsula
- Rentals with a hot tub San Francisco Peninsula
- Luxury rentals San Francisco Peninsula
- Aparthotel rentals San Francisco Peninsula
- Resort rentals San Francisco Peninsula
- Rentals with breakfast San Francisco Peninsula
- Family-friendly rentals San Francisco Peninsula
- Rentals with an accessible-height bed San Francisco Peninsula
- Townhouse rentals San Francisco Peninsula
- Beachfront rentals San Francisco Peninsula
- Villa rentals San Francisco Peninsula
- Rentals with a fireplace San Francisco Peninsula
- Pet-friendly rentals San Francisco Peninsula
- Rentals with a cinema San Francisco Peninsula
- Rentals with a kayak San Francisco Peninsula
- Rentals with lake access San Francisco Peninsula
- Private suite rentals San Francisco Peninsula
- Motorhome rentals San Francisco Peninsula
- Rentals with a patio San Francisco Peninsula
- Waterfront rentals San Francisco Peninsula
- Flat rentals San Francisco Peninsula
- Rentals with pools California
- Rentals with pools United States
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Santa Cruz Beach Boardwalk
- Capitola Beach
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Levi's Stadium
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- California’S Great America
- Seacliff State Beach
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Things to do San Francisco Peninsula
- Sports activities San Francisco Peninsula
- Nature and outdoors San Francisco Peninsula
- Art and culture San Francisco Peninsula
- Sightseeing San Francisco Peninsula
- Food and drink San Francisco Peninsula
- Tours San Francisco Peninsula
- Things to do California
- Tours California
- Food and drink California
- Sightseeing California
- Wellness California
- Nature and outdoors California
- Entertainment California
- Art and culture California
- Sports activities California
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





