
Holiday rentals with a pool in Tamalpais-Homestead Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tamalpais-Homestead Valley
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

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.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

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.

Fairfax Studio-style Cottage
Take it easy at this quaint getaway. Our new 240 sq ft studio cottage sits at the front of our property with a fenced in yard and separate entrance gate. Mini-kitchen has an under-counter fridge/freezer, microwave, toaster oven, induction plate, electric kettle and coffee maker. Heat/cool pump heats or cools the space quickly and quietly. Smart TV w/Roku streaming box. Full sized bed. Ideal for 2 people. Xtra mattress available. Pet friendly. Swimming pool. 10 min walk to downtown Fairfax.

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.

Fully renovated private cul-de-sac home in Marin
Fully renovated 2-bedroom, 1.5-bathroom home with 3 beds, central AC, strong wifi, family-friendly amenities, private pool, and putting green in Gerstle Park, San Rafael, CA. Short walk to parks, tennis / pickle ball court, restaurants, bars, and shops. 30-minute drive to San Francisco, Berkeley, or Wine Country. Whether it's sightseeing, wine tasting, or local cuisine you're seeking out, we've got you covered. *Loud music + parties are prohibited **Pool is only accessible Apr - Oct

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!

MCM Waterfront Pool/Hot Tub between SF and Napa
Mid Century Modern-MCM Time Capsule right on San Francisco Bay! 15 minutes to Golden Gate Bridge, 30 minutes to wineries. All original architectures and features. Stunning property! To make sure our house fits your needs PLEASE click on “Show more below and read our entire listing as well as the "House Rules" and "Safety & property" sections at the very bottom of this page before sending us a booking request. We live in a quiet neighborhood and have strict noise limits after 10pm!!

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.

Zen Meets Pool Retreat!
Welcome to your peaceful get-away! Just minutes off both hwy 80 and hwy 24 and BART, you will find this quiet nook waiting for you to enjoy private outdoor living, complete with pool and hot tub, pool side seating with umbrellas and fire pit, patio with grill and of course, all the modern amenities inside to ensure a quiet and decompressing time away from it all! Have a fun sneak preview on youtube by entering the following search: Airbnb 100 Reviews Zen Meets Pool Retreat

Large Charming Home Surrounded by a Vineyard
Stay in a vineyard in the heart of the Sonoma Valley wine country. Large home surrounded by 8 of the acres planted Pinot Noir vines. This all one level 4000 sq ft home flows seamlessly room to room. Brand new pool includes a 25 m swim lane and built-in hot tub. Views galore of vineyards, lawns & surrounding vistas. The home has been furnished with charming antique furniture that has been in our family for generations giving it a flair of nostalgia.
Popular amenities for Tamalpais-Homestead Valley rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Luxury home, heated spa tub, walk to restaurants

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

Modern wine country stunner with pool & pickleball

Eclectic Hideaway with Backyard Pool & Hot Tub

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Private Resort with Pool, Pool House, View and Spa
Apartment rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado! Luxe King Suite Mountain View Balcony

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Your wine and wellness retreat at Silverado Resort

The Alpaca House

Serene 1 BR Condo at Silverado Resort

Lux Water View with Balcony Minutes -San Francisco
Other holiday rentals with a pool

707 BARREL LOUNGE Cottage

Modern Escape with pool + hot tub, views of Mt Tam

Peaceful Writer’s Cabin in Marin

Wine Country Gem - Sonoma Cottage with Pool Oasis

Walk to Town. Fairfax Fun!

BEST OF MILL VALLEY ... STUNNING VIEWS / LOCATION

Hill Top Spa Retreat

When in Glen | Views | Pool & Hot Tub
Quick stats about holiday rentals with a pool in Tamalpais-Homestead Valley

Total holiday rentals
Explore 20 holiday rentals in Tamalpais-Homestead Valley

Verified guest reviews
Over 360 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Tamalpais-Homestead Valley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tamalpais-Homestead Valley rentals

4.8 Average rating
Tamalpais-Homestead Valley stays are highly rated by guests – averaging 4.8 out of 5!
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- Moscone Center
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Pier 39
- Mission Dolores Park
- University of California-Berkeley
- Twin Peaks
- Six Flags Discovery Kingdom
- Rodeo Beach
- Levi's Stadium
- Palace of Fine Arts
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- California’S Great America
- Montara Beach
- Painted Ladies
- University of California San Francisco
- Chase Center
- San Francisco Zoo
- Doran Beach
- Googleplex
- Bernal Heights





