
Vacation 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.

Sunny Inverness Cottage
Private and peaceful guest cottage in the Seahaven neighborhood of Inverness. It is 15 minutes from ocean beaches, bay swimming and the restaurants and shops of Point Reyes Station. This comfortable and clean one bedroom, one bath cottage is located down a long driveway that is shared by the main house and is surrounded by forest. Walls of windows in the bedroom and living room let in light and forest views, but the orientation of the house allows for privacy. The living room has a wood burning stove, small kitchen (oven, stove, small refrigerator, coffee maker, toaster), small TV with cable and DVD, wireless internet, a deck with table and radiant floor heating. The bedroom has a queen bed. The bathroom has a full bathtub with shower and the toilet is in an adjoining room. Towels and linens are provided. Two sides of the property border the state park, and the cottage is only minutes from beaches on Tomales Bay. Maximum occupancy is 2. No pets. No Smoking. 1 night minimum. Please give us at least two days notice for bookings.

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.

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.

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.

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

Modern mid-century-inspired, Deer Ranch
Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.
Popular amenities for Tamalpais-Homestead Valley rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Pool, Hot tub SFO, Napa, Clean Home

Luxury home, heated spa tub, walk to restaurants

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

Nice Wine Country Family Home

3 BR Home on Vineyard nr Palo Alto & Stanford

Silverado Napa Remodeled 3 bed 2 bath

Private Vineyard • Walk to Wineries • Press Pick
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Romantic Luxurious Resort in Napa Valley, Sleeps 4

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Your wine and wellness retreat at Silverado Resort

The Alpaca House
Other vacation rentals with a pool

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

Petaluma Wine Country relaxing get away w/pool/spa

2bdr/2ba Silverado Resort : Gated + Golf Views

Walk to Town. Fairfax Fun!

BEST OF MILL VALLEY ... STUNNING VIEWS / LOCATION

1 BR suite in Rock & Roll History

Hill Top Spa Retreat

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Quick stats about vacation rentals with a pool in Tamalpais-Homestead Valley

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

Verified guest reviews
Over 360 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Tamalpais-Homestead Valley vacation rentals include wi-fi 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
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