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Vacation rentals with a pool in Tamalpais-Homestead Valley

Find and book unique homes with a pool on Airbnb

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!

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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Guest favorite
A cozy cottage is nestled among trees, featuring a wooden exterior with a sloped roof. Sunlight filters through the leaves, illuminating the path leading to the door. A large window offers glimpses of the interior, enhancing the peaceful ambiance of the surrounding forest.
Cabin in Inverness
4.85 out of 5 average rating, 775 reviews

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.

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, 364 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.

Top guest favorite
A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.
Guesthouse in San Rafael
4.97 out of 5 average rating, 233 reviews

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.

Top guest favorite
An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.
Guesthouse in Oakland
4.96 out of 5 average rating, 304 reviews

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.

Guest favorite
The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.
Villa in Santa Rosa
4.91 out of 5 average rating, 185 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Guest favorite
A natural stone pool is surrounded by vibrant foliage, showcasing a mix of green and fiery red leaves. Two wooden lounge chairs face the pool, complemented by a bright red umbrella. Scenic views of the rolling landscape extend into the distance.
Home in Sonoma
4.92 out of 5 average rating, 128 reviews

Spectacular Stone Pool/Spa with Views; Near Plaza

A spectacular stone pool and spa with bubbling stream compliments the warm and welcoming Summers House. (Please see notes below regarding pool and spa fees.) The house exudes charm. Sweeping views reach to the San Francisco Bay. Art, antiques and books create an embracing ambiance. Nestled into three, private wooded acres, Summers House is near wineries, and just 10 minutes from Sonoma Plaza restaurants, shops, and events. Well equipped kitchen, great dining spaces, large deck, comfy beds.

Top guest favorite
The bedroom features a spacious bed with neutral bedding accompanied by vibrant accent pillows. A colorful piece of wall art adds visual interest, while two windows allow natural light to filter in. A small sitting area is present with a plant nearby, enhancing the welcoming feel.
Guest suite in Walnut Creek
5 out of 5 average rating, 611 reviews

Garden Oasis Studio with Spa and Pool Walnut Creek

Former Plus-rated Studio. How about a rejuvenating get-away with pool and hot tub? Picture window overlooking a garden. Sunbathe poolside. Watch TV from a comfy bed before falling into a restful sleep. 27 stairs to house, 3 stairs inside unit. Complimentary beverage for 3+ nights/return stay. After 10 stays, $100 credit. Deep cleaned. 2 separate units off same foyer; no shared walls. Private locked unit door. Shared access to spa/pool (9am-10pm) for overnight guests only. Host lives upstairs.

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 Novato
4.89 out of 5 average rating, 119 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
A charming studio cottage features a light blue exterior with white trim and a welcoming front porch. A wooden bench is positioned by the entrance, surrounded by greenery. Windows allow natural light to illuminate the space, while a stone pathway leads to the yard.
Guesthouse in Fairfax
4.99 out of 5 average rating, 110 reviews

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.

Top guest favorite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos
4.94 out of 5 average rating, 440 reviews

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.

Guest favorite
A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.
Home in San Rafael
4.95 out of 5 average rating, 103 reviews

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

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.
Bungalow in San Rafael
4.92 out of 5 average rating, 569 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!!

Popular amenities for Tamalpais-Homestead Valley rentals with a pool

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