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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.

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Guesthouse in San Rafael

4.86 out of 5 average rating, 146 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, pool and hot tub! 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.

May 15 – 22

G$39,727 GYD per night

Cabin in Oakland

4.97 out of 5 average rating, 185 reviews

Spa style cottage! Jacuzzi, Sauna, Pool, Views!

POOL HEATED MAY 1st! Stunning, detached cottage w/ higher end finishes. Endless views of mountains set on beautiful, peaceful, upscale property. Very close to regional parks for hiking. Quiet & set amongst over an acre of land with redwood, pine, & oak trees. Pool heated 81F May 1st-October 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (4000 sq ft) is shared with main house (small family of 4). Secured driveway gate.

Sep 15 – 22

G$54,597 GYD per night

Guesthouse in Woodside

4.99 out of 5 average rating, 275 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.

Sep 20 – 27

G$70,257 GYD per night

Guest suite in Sonoma

4.91 out of 5 average rating, 344 reviews

Wildwood Retreat and Pool

The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

Mar 6 – 13

G$30,953 GYD per night

Guest suite in San Rafael

4.87 out of 5 average rating, 433 reviews

STUNN SF BAY/ MT TAM VIEW, LRG APT. SLEEPS 6, POOL

Stunning views from every room, LRG rmdld 1 bedroom apartment in home on large lot in the exclusive "FAIRHILLS" neighborhood. Quiet and clean. Opens onto huge private patio w pool access and amaz San Francisco Bay & Mt Tamalpais views, near open space hiking, 2 min from downtown, 25 min from wine country, 20 min. to San Francisco. Lwr level of home (owner lives upstrs) 1 kng bd in bedrm, qn sofabed sleeps 2, futon sleeps 2...fully stocked kitchen, full bath. Does NOT disappoint!! (No partys)

Mar 25 – Apr 1

G$46,092 GYD per night

Cottage in Sonoma

4.91 out of 5 average rating, 101 reviews

Farm Cottage With Private Pool

*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Dec 17 – 24

G$156,687 GYD per night

Guesthouse in Stinson Beach

4.93 out of 5 average rating, 443 reviews

Romantic Creekside Cottage

Your cottage escape awaits! Set against the backdrop of the mountains and facing the Pacific, our lovely, romantic cottage is waiting for you to enjoy. Open your doors to the sounds of birdsong, ocean waves and cascading water. Watch the sunset from "The Kissing Bench" and sip your morning coffee in your patio. Light a fire and curl up with a book. When you are ready to step out, a few minutes down the path will bring you straight to town, the beach and the trails of Mt. Tamalpais.

Nov 1 – 8

G$50,528 GYD per night

Guest suite in Walnut Creek

4.99 out of 5 average rating, 534 reviews

Garden Oasis Suite with Spa and Pool, Walnut Creek

How about a rejuvenating get-away with a pool and spa? Bask in the late afternoon sun on a patio lounger overlooking a serene pool and tropical garden. Enjoy an evening snack while watching a movie or enjoy a good read. Luxuriate in a deluxe spa before falling into a comfy bed. Keep your work area separate from the bedroom. Brand new split AC/heater! Deep cleaning. 2 Airbnb units off same foyer. 27 steps. Neighborhood annexed to Lafayette. $25/person for additional guests or early check-in.

Oct 1 – 8

G$29,877 GYD per night

Home in Lafayette

4.97 out of 5 average rating, 307 reviews

Lafayette Treehouse Cave Spa, Waterfall, Views

Immersed in sprawling oak trees and surrounded by amazing views of the tranquil hills, this home will rejuvenate your spirit. The home's design complements the area’s natural beauty and has incredible panoramic views of Mt. Diablo and the valley. 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 Walnut Creek and Berkeley and ~35 minutes from San Fran.

Sep 4 – 11

G$238,266 GYD per night

Home in San Rafael

4.9 out of 5 average rating, 443 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!!

Jun 27 – Jul 2

G$96,966 GYD per night

Villa in Napa

4.96 out of 5 average rating, 102 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Mar 5 – 12

G$184,689 GYD per night

Guest suite in Fairfax

4.95 out of 5 average rating, 187 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.

Oct 25 – Nov 1

G$82,549 GYD per night

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Popular amenities for Tamalpais-Homestead Valley rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Walnut Creek

4.97 out of 5 average rating, 225 reviews

Gated Home. Heated Pool. Top Location.

Oct 2 – 9

G$75,573 GYD per night

Home in Occidental

4.96 out of 5 average rating, 114 reviews

Modern mid-century-inspired, Deer Ranch

Jan 19 – 26

G$113,701 GYD per night

Home in Glen Ellen

5.0 out of 5 average rating, 126 reviews

Tuscan Wine Country Villa with Pool sleeps 6

Jan 1 – 8

G$171,772 GYD per night

Home in Sonoma

5.0 out of 5 average rating, 116 reviews

Sonoma Vineyard House with Pool close to Plaza

Aug 15 – 22

G$206,236 GYD per night

Home in Novato

4.83 out of 5 average rating, 163 reviews

The Tiki Hut

Nov 20 – 27

G$75,382 GYD per night

Home in Glen Ellen

4.96 out of 5 average rating, 173 reviews

Vineyard Home with Stunning Views. Near Wineries

Jan 2 – 9

G$189,574 GYD per night

Home in Sonoma

4.99 out of 5 average rating, 215 reviews

Quiet Mid Century Sonoma with Pool/Spa

Jan 1 – 8

G$181,699 GYD per night

Home in Sonoma

4.92 out of 5 average rating, 182 reviews

House on Broadway at the Plaza!

Oct 6 – 13

G$206,947 GYD per night

Condo rentals with a pool

Condo in Oakland

4.91 out of 5 average rating, 246 reviews

Lakeside Retreat (w/ private parking)

Jul 6 – 13

G$28,568 GYD per night

Condo in Napa

4.98 out of 5 average rating, 157 reviews

Elegant Napa Escape

Nov 14 – 21

G$41,365 GYD per night

Condo in Napa

4.99 out of 5 average rating, 325 reviews

Silverado Resort! Large 1BR Mountain View, Balcony

Aug 7 – 14

G$68,606 GYD per night

Condo in Napa

4.89 out of 5 average rating, 199 reviews

Private Cozy Romantic Resort Napa Valley Sleeps 4

May 19 – 24

G$41,516 GYD per night

Condo in Napa

4.98 out of 5 average rating, 127 reviews

Chic Retreat at Silverado: Pool Access, Kitchen

Aug 15 – 22

G$85,514 GYD per night

Condo in Napa

4.95 out of 5 average rating, 134 reviews

Silverado Resort Condo with Pool

Oct 7 – 14

G$104,827 GYD per night

Condo in Napa

4.86 out of 5 average rating, 222 reviews

♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries

Jan 15 – 22

G$101,215 GYD per night

Condo in Napa

4.99 out of 5 average rating, 110 reviews

Silverado Resort Dual Suite golf course villa

Dec 22 – 29

G$143,466 GYD per night

Home rentals with a private pool

Home in Sonoma

4.82 out of 5 average rating, 346 reviews

Family Home - Heated Pool, Hot Tub, bikes, firepit

Aug 11 – 18

G$205,162 GYD per night

Home in Sonoma

4.93 out of 5 average rating, 240 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

Sep 19 – 26

G$130,876 GYD per night

Home in San Jose

4.92 out of 5 average rating, 154 reviews

Splash Pad

Jan 3 – 10

G$227,935 GYD per night

Home in Lafayette

4.97 out of 5 average rating, 307 reviews

Lafayette Treehouse Cave Spa, Waterfall, Views

Sep 4 – 11

G$238,266 GYD per night

Quick stats about vacation rentals with a pool in Tamalpais-Homestead Valley

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
220 reviews
Nightly prices starting at
G$18,817 GYD before taxes and fees

Destinations to explore