
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.

Snug and Cozy between the Skyline and the Sea
Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

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.

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-10pm) for overnight guests only. Host lives upstairs.

No fees! Private Oasis Btwn SF, Napa. Views + Pool
No Airbnb service fees! Enjoy sunsets from your private deck in the hills above San Rafael — a peaceful retreat that feels like a treehouse (with no stairs!). Just 15 mins to San Francisco and 45 mins to Napa or Sonoma, it’s the perfect base for exploring Marin’s towns and trails or simply relaxing (guests love the bed!). Separate building, heated pool (May–Sept), and streaming TV. I’m happy to help you plan your Bay Area adventure! 1st Green Business Certified vacation rental in Marin!

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.

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!

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 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, comfortable Queen size bed, with a large modern bathroom, 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.

Luxury Silicon Valley Wellness and Work Oasis
Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Gated 3 BR Home. Heated Pool. Top Location.
Fully remodeled gated home on exclusive private lane in the heart of Walnut Creek. 2000" ft, single story. Pool heated 365 days. Fully landscaped 1/2 acre Yard. Walk to shops, restaurants, parks, hiking and biking trails. Minutes from downtown Walnut Creek, freeways and train (BART) stations to SF and Bay Area. No Guest Cleaning Tasks for check out. *NO PARTIES OR EVENTS * STRICTLY ENFORCED *
Popular amenities for San Francisco Peninsula rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Pool, Hot tub SFO, Napa, Clean Home

Large Home in Palo Alto, 5 bedrooms, Pool

Trailside Home, Panoramic Views

Hill Top Spa Retreat

Lake Chabot Villa | Private • Pool+Spa • Game Room

Country Club Living on Golf Course & amazing views
Apartment rentals with a pool

Lakeside Retreat (w/ private parking)

Charming 1 bedroom, 1 bath, 2 Story Condo.

Entire 1B1B Apartment with 2 beds. Pool - Monthly

Modern 1B1B condo + quiet patio | Downtown Mt View

1BR/1BA Near Santana Row | Work-Friendly + Parking

New, updated, comfortable stay w all amenities

Beautiful & cozy 2 Bd 2 baths condo w/pool**

Large two-bedroom two bath condo in Palo Alto
Other holiday rentals with a pool

Luxury Living in Menlo Park!

Luxury Hillsborough Retreat: Pool, Hot Tub & Views

Menlo Park 2bd @ Sandhill near Stanford - Pool, Gym

Artsy 2BD Loft, Pool & H/tub

Timeless Luxury Retreat in a Historic Estate

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Sunny 2 Bedroom with Pool Near Standford Hospitals

Modern Family Stay |Steps to Parks + DT Los Gatos
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Waterfront rentals San Francisco Peninsula
- Motorhome rentals San Francisco Peninsula
- Guest house rentals San Francisco Peninsula
- Serviced apartment rentals San Francisco Peninsula
- Rentals with an accessible-height toilet San Francisco Peninsula
- Luxury rentals San Francisco Peninsula
- Cottage rentals San Francisco Peninsula
- Hotel rooms San Francisco Peninsula
- Hostel rentals San Francisco Peninsula
- Rentals with a balcony San Francisco Peninsula
- Holiday home rentals San Francisco Peninsula
- Beachfront rentals San Francisco Peninsula
- Rentals with a fireplace San Francisco Peninsula
- Rentals with a soaking bathtub San Francisco Peninsula
- Boutique hotels San Francisco Peninsula
- Rentals with an accessible-height bed San Francisco Peninsula
- Townhouse rentals San Francisco Peninsula
- Rentals with a patio San Francisco Peninsula
- Private suite rentals San Francisco Peninsula
- Flat rentals San Francisco Peninsula
- Rentals with a washing machine and dryer San Francisco Peninsula
- Rentals with an EV charger San Francisco Peninsula
- Rentals with a hot tub San Francisco Peninsula
- Villa rentals San Francisco Peninsula
- Rentals with beach access San Francisco Peninsula
- Aparthotel rentals San Francisco Peninsula
- Resort rentals San Francisco Peninsula
- Fitness-friendly rentals San Francisco Peninsula
- Loft rentals San Francisco Peninsula
- Rentals with lake access San Francisco Peninsula
- Rentals with outdoor seating San Francisco Peninsula
- Rentals with a cinema San Francisco Peninsula
- Rentals with a firepit San Francisco Peninsula
- Bed and breakfasts San Francisco Peninsula
- Rentals with a sauna San Francisco Peninsula
- Rentals with breakfast San Francisco Peninsula
- Family-friendly rentals San Francisco Peninsula
- Tiny house rentals San Francisco Peninsula
- Apartment rentals San Francisco Peninsula
- House rentals San Francisco Peninsula
- Cabin rentals San Francisco Peninsula
- Smoking-friendly rentals San Francisco Peninsula
- Rentals with a kayak San Francisco Peninsula
- Pet-friendly rentals San Francisco Peninsula
- Rentals with pools California
- Rentals with pools United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Seacliff State Beach
- Twin Peaks
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Rodeo Beach
- Palace of Fine Arts
- Levi's Stadium
- Montara Beach
- Winchester Mystery House
- Bolinas Beach
- Things to do San Francisco Peninsula
- Sightseeing San Francisco Peninsula
- Entertainment San Francisco Peninsula
- Food and drink San Francisco Peninsula
- Art and culture San Francisco Peninsula
- Nature and outdoors San Francisco Peninsula
- Sports activities San Francisco Peninsula
- Tours San Francisco Peninsula
- Things to do California
- Sightseeing California
- Art and culture California
- Sports activities California
- Wellness California
- Tours California
- Entertainment California
- Nature and outdoors California
- Food and drink California
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Tours United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States
- Sports activities United States




