
Holiday rentals with a pool in Tamalpais-Homestead Valley
Find and book unique homes with a pool on Airbnb
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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Tamalpais-Homestead Valley holiday 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!
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.

Farm in the city & sweeping bayview
Our house is a half mile from downtown San Rafael. It is a 1/2 acre with goats, organic gardens, and a pool. It is a farm and resort all in one! We have a bay and city view from almost every room in the house. Wineries 20 miles away. Don't' worry if you're not interested in the farm, the unit is far enough away that you will not be bothered by it. For those who love a good petting zoo, feel free to visit our friendly animals. If you like to cook, we have a gourmet kitchen, and espresso machine

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.

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.

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.

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

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.

Tropical Oasis with Pool & Hot Tub 30min to Sonoma
This tropical oasis is located right in the heart of wine country, featuring 4 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Annadel State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.
Popular amenities for Tamalpais-Homestead Valley rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Haven: 5 King Bedrooms, Heated Pool and Hot Tub

Vineyard-House Escape in Sonoma Wine Country

Spectacular Stone Pool/Spa with Views; Near Plaza

Nice Wine Country Family Home

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

Lafayette Treehouse - Relax and Rejuvenate

Eco Luxury Private Sanctuary / The Farmhouse Oasis
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado! Luxe King Suite Mountain View Balcony

Poolside Retreat | Patio | 10 Min to DT

Wine Country Living at it's best at Silverado CC

Chic 1 BR Condo Par Excellence at Silverado Resort

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

Beautiful Premium Jr Suite, Silverado Resort & Spa
Other holiday rentals with a pool

Farm Cottage With Private Pool

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

Walk to Town. Fairfax Fun!

BEST OF MILL VALLEY ... STUNNING VIEWS / LOCATION

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

Romantic Tropical Garden Casita

La Cava -Valley of the Moon
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
- Guesthouse rentals Tamalpais-Homestead Valley
- Rentals with breakfast Tamalpais-Homestead Valley
- Rentals with an EV charger Tamalpais-Homestead Valley
- Rentals with a patio Tamalpais-Homestead Valley
- Private suite rentals Tamalpais-Homestead Valley
- Family-friendly rentals Tamalpais-Homestead Valley
- Rentals with outdoor seating Tamalpais-Homestead Valley
- Rentals with a hot tub Tamalpais-Homestead Valley
- Waterfront rentals Tamalpais-Homestead Valley
- House rentals Tamalpais-Homestead Valley
- Fitness-friendly rentals Tamalpais-Homestead Valley
- Rentals with beach access Tamalpais-Homestead Valley
- Rentals with a washing machine and dryer Tamalpais-Homestead Valley
- Apartment rentals Tamalpais-Homestead Valley
- Rentals with a fireplace Tamalpais-Homestead Valley
- Rentals with a fire pit Tamalpais-Homestead Valley
- Pet-friendly rentals Tamalpais-Homestead Valley
- Rentals with pools Marin County
- Rentals with pools California
- Rentals with pools United States
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Moscone Center
- Levi's Stadium
- University of California-Berkeley
- Mission Dolores Park
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies
- Bolinas Beach
- Baker Beach
- San Francisco Zoo
- Twin Peaks
- Doran Beach
- Pacifica State Beach





