
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.

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

Luxe WineCountry getaway with Pool, hottub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool, hot tub and bocce. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

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.

1 BR suite in Rock & Roll History
A gated driveway and private entryway greets you as your arrive at your bucolic getaway. We are located next to a popular Open Space preserve great for hiking or biking. Both San Francisco and the Wine Country are 45 minutes away! Crosby, Stills, Nash & Young lived on this property when they produced their classic "Deja Vu" album in the early 70's. The album cover photo was taken under our special and majestic oak tree and the photo was developed in the dark room that is now the bedroom.

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

Relax and Rejuvenate. Cave Spa, Incredible Views
Relax and rejuvenate your spirit in this uniquely designed home, situated under a canopy of sprawling oaks and with incredible panoramic views of Mt. Diablo and the valley, and multiple areas to relax. Hang out on the deck with a glass of wine, take a dip in the refreshing salt-water pool, or just melt away in our therapeutic cave spa. Centrally located in the East Bay just minutes from Lafayette, Walnut Creek, Berkeley and ~35 minutes from San Fran.
Popular amenities for Tamalpais-Homestead Valley rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Modern mid-century-inspired, Deer Ranch

Wine Country Retreat- Privacy-Spa/Pool/Games

Modern wine country stunner!

Giusti Ranch, by Vinifera Homes

Silverado Napa Remodeled 3 bed 2 bath

The Deer Retreat – Privacy and Comfort

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

Silverado! Luxe 1BR King Suite This View! Balcony

Wine Country Living at it's best at Silverado CC

Waterfront Condo! Great for Month rentals!

Casa Vina at Silverado Resort and Spa | Fireplace

Chic Retreat in Napa: Pool Access, Kitchen, Patio

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Beautiful Premium Jr Suite, Silverado Resort & Spa
Home rentals with a private pool

Riverside Lodge House in Guerneville

Relax and Rejuvenate. Cave Spa, Incredible Views

Eclectic Hideaway with Backyard Pool & Hot Tub

Lovely and Spacious Ranch-Style Home With a Poolside Oasis
Quick stats about vacation rentals with a pool in Tamalpais-Homestead Valley

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

Nightly prices starting at
Tamalpais-Homestead Valley vacation rentals start at G$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 330 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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