
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.

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.

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.

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.

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!

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.

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.

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.

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!!
Popular amenities for Tamalpais-Homestead Valley rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Wine Country Villa Heated Pool Hot Tub Upper Level

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Serene Wine Country Retreat with Pool & Hot Tub

Private Resort with Pool, Pool House, View and Spa

Wine Country Retreat | Pool, Hot Tub + Vibes
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Beautiful Premium Jr Suite, Silverado Resort & Spa

The Alpaca House

Serene 1 BR Condo at Silverado Resort
Other vacation rentals with a pool

Ritz Suite • Private Oasis in Silicon Valley

Farm in the city & sweeping bayview

Luxury home, heated spa tub, walk to restaurants

Farm Cottage With Private Pool

Petaluma Wine Country relaxing get away w/pool/spa

BEST OF MILL VALLEY ... STUNNING VIEWS / LOCATION

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Mountain View Retreat
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- Rentals with pools United States
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Moscone Center
- Golden Gate Bridge
- University of California-Berkeley
- Levi's Stadium
- Mission Dolores Park
- Six Flags Discovery Kingdom
- Pier 39
- California’S Great America
- Chase Center
- University of California San Francisco
- Palace of Fine Arts
- Montara Beach
- Rodeo Beach
- Bolinas Beach
- Painted Ladies
- Baker Beach
- Twin Peaks
- San Francisco Zoo
- Pacifica State Beach
- Doran Beach





