Vacation rentals with a pool in Tamalpais-Homestead Valley

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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.

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Top guest favorite
A single-level home displays a clean architectural design, surrounded by well-maintained green grass and landscaped areas. The entrance features two outdoor chairs positioned on a concrete patio, with large windows inviting natural light into the interior.
Home in Mill Valley
4.99 out of 5 average rating, 110 reviews

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.

Top guest favorite
Condo in Emeryville
4.95 out of 5 average rating, 112 reviews

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

Top guest favorite
A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.
Home in Sonoma
4.95 out of 5 average rating, 510 reviews

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.

Top guest favorite
An outdoor jacuzzi is positioned beside a sparkling pool, surrounded by a spacious wooden deck. Lush greenery and trees create a natural backdrop, while distant mountain views are visible in the background. A bottle of champagne sits elegantly on the edge of the jacuzzi.
Guesthouse in Oakland
4.96 out of 5 average rating, 276 reviews

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)

Top guest favorite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 345 reviews

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.

Guest favorite
A full moon illuminates the night sky over the bay, casting a soft glow on the water below. The view captures the city lights and distant mountains, along with the silhouette of a bridge spanning the bay, creating a serene nighttime landscape.
Guesthouse in Gerstle Park
4.86 out of 5 average rating, 180 reviews

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.

Top guest favorite
A framed black and white photograph depicts six individuals arranged casually in a natural setting under a large tree. Instruments such as a guitar are visible, while varied chairs and a rustic box add to the composition.
Guest suite in Indian Valley
4.88 out of 5 average rating, 112 reviews

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.

Top guest favorite
The image captures a calm pool area surrounded by palm trees under a clear blue sky. The reflection of the trees and deck is visible in the water, creating a serene outdoor setting. A well-maintained landscape can be seen beyond the pool.
Home in San Rafael
4.92 out of 5 average rating, 543 reviews

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!!

Guest favorite
A spacious covered deck area features comfortable seating arrangements with natural woven textures. Light-colored drapes softly frame the space, allowing for views of lush greenery and an infinity pool nestled in the landscape. A round table sits in the center, adorned with a small floral arrangement.
Guest suite in Fairfax
4.96 out of 5 average rating, 210 reviews

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.

Top guest favorite
The salt-water pool offers a serene atmosphere, featuring a natural stone waterfall that cascades into the shimmering water. Surrounding oak trees create a calming environment, while the clear, inviting pool reflects dappled sunlight.
Home in Lafayette
4.98 out of 5 average rating, 381 reviews

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.

Guest favorite
A serene waterfront villa is surrounded by lush greenery and palm trees, providing a calm ambiance. The swimming pool is set in a landscaped courtyard, and boats are visible along the canal. Scenic hills can be seen in the background, enhancing the peaceful setting.
Villa in San Rafael
4.92 out of 5 average rating, 269 reviews

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Top guest favorite
A modern cottage is set against a backdrop of vibrant landscaping, showcasing a large, clear salt-water pool. Various outdoor seating areas are visible, complemented by lush trees and greenery that enhance the serene environment.
Guesthouse in Sonoma
4.95 out of 5 average rating, 270 reviews

Wine Country Gem - Sonoma Cottage with Pool Oasis

Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N

Popular amenities for Tamalpais-Homestead Valley rentals with a pool

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 € 86 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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