
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.

Chic & Fun Mid-Century Modern sleeps 8 (pool)
Plan your vacation/staycation at this cheerful, clean, single-level home in a great location (10 min to Mount Tam/Sausalito, 20 min to San Francisco/Muir Woods, 45 min to SFO/OAK, 60 min to Sonoma/Napa). Mid-Century Palm Springs vibe in Mill Valley! A fun home, but not a party space. With your Inquiry please tell us where you’re coming from, have you been here before, family or friends, etc. Nightly rate includes 12% TOT! The uncovered 8’-deep Pool is usually warm enough to enjoy May - Sept.

Lux Water View with Balcony Minutes -San Francisco
Luxury Waterfront Retreat | Breathtaking Panoramic Views Wake up to stunning, panoramic water views from every room and balcony in this spa-like, resort-style haven! Whether you're seeking a romantic getaway, executive retreat, or a peaceful stay for remote work or travel nursing, this luxurious space offers the perfect escape. Free onsite parking, 24/7 security patrol for your peace of mind Trader Joe's, restaurants, San Francisco, UC Berkeley, Emeryville Marina & access to Silicon Valley

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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.

Farm in the city & sweeping bayview
Our house is a half mile from downtown San Rafael. It is a 1/2 acre with goats, chickens, organic gardens,llamas and 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 youre not intereted 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. Please do not ask for a discount. We do not offer them.

Sonoma Vineyard Estate, Pool, Spa, Bikes
Stay on a working vineyard in the heart of Sonoma with a breathtaking infinity pool and five acres of privacy. Featured in San Francisco's "7x7" Magazine, Barboshi Farms produces award winning Primitivo wine. Live your wine country dream walking the south vineyard rows or swimming in the infinity pool above the north vineyard. Only eight minutes from Sonoma Square this newly built, multi-building modern estate is situated in one of Sonoma's most exclusive areas and popular bike riding loops.

Gma's Ranch House | Nostalgic Charm, Surreal Views
*Spacious Ranch Retreat: 4 bdrm/4 bath home overlooking a working dairy ranch. *Calm Setting: Enjoy a peaceful environment where your only neighbors are cows! *Outdoor Bliss: Relax by the pool with stunning landscape views, private courtyard, and vast deck. *Fun for All: Arcade/game room for endless entertainment. *Modern Comforts: Deluxe amenities, workspaces with high-speed WiFi, and a full kitchen with organic staples. *Professionally cleaned, no checkout chores, and plenty of parking.

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.

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

The Willow Cottage
Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

Silicon Valley Work Retreat | Wellness Oasis
PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with 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.
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, hot tub/spa pool, walk to restaurants

Pool, Hot tub, Napa, SFO Clean

Giusti Ranch, by Vinifera Homes

Nice Wine Country Family Home

Happy House Getaway - Pool, Hot Tub & Wine Country

Spectacular Sonoma: Views! Stars! Cielo.

4 bedroom cozy mid-century modern home w/pool
Condo rentals with a pool

Silverado Resort Dual Suite golf course villa

Silverado! Luxe 1BR King Suite This View! Balcony

Romantic Winter Escape • Cozy 1BR at Silverado

Wine Country Living at it's best at Silverado CC

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

The Alpaca House

Silverado Resort Condo with Pool
Other holiday rentals with a pool

Lux Apartment-Pool/Parking/Spa

Fully renovated private cul-de-sac home in Marin

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

Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Peaceful Writer’s Cabin in Marin

Enjoy autumn and beyond in beautiful Sonoma Valley

Unreal Beachfront Marin Getaway!

Hill Top Spa Retreat
Quick stats about holiday rentals with a pool in Tamalpais-Homestead Valley

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

Nightly prices starting at
Tamalpais-Homestead Valley holiday rentals start at $151 AUD per night before taxes and fees

Verified guest reviews
Over 330 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, Wi-Fi 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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