
Holiday rentals with a pool in Pleasanton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pleasanton
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Stylish, beautiful and cozy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mi from Berkeley/Oakland, 50 mi from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mi from Walnut Creek BART station and 1 mi from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big, has rustic charm and is good for couples, solo and business travelers.

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-11pm) for overnight guests only. Host lives upstairs.

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

Cabana in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Cabana with Warm Watsu Pool
Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

Private Oasis Btwn SF, Napa. Big Views + Pool!
Enjoy sunsets from your private deck in the hills above San Rafael — a peaceful retreat that feels like a treehouse (with no stairs!). Just 15 mins to San Francisco and 45 mins to Napa or Sonoma, it’s the perfect base for exploring Marin’s towns and trails or simply relaxing (guests love the bed!). Separate building, heated pool (May–Sept), and streaming TV. I’m happy to help you plan your Bay Area adventure!

Gated 3 BR Home. Heated Pool. Top Location.
Fully remodeled gated home on exclusive private lane in the heart of Walnut Creek. 2000" ft, single story. Pool heated 365 days. Fully landscaped 1/2 acre Yard. Walk to shops, restaurants, parks, hiking and biking trails. Minutes from downtown Walnut Creek, freeways and train (BART) stations to SF and Bay Area. No Guest Cleaning Tasks for check out. *NO PARTIES OR EVENTS * STRICTLY ENFORCED *

Waterfront home w/ private dock and pool
Waterfront family home with private floating pool in dock and hot tub jacuzzi. Only a short ride to the fast water to enjoy boating, fishing, wakeboarding, tubing, etc. Nearby wineries, fruit picking or scenic drives. An hour drive to San Francisco, Napa or Sacramento. Access to waterfront restaurant at the Marina by boat and 5 minute drive to shopping plaza with Safeway, CVS, Starbucks, etc.
Popular amenities for Pleasanton rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Pool, Hot tub, Napa, SFO Clean

Large Home in Palo Alto w/Pool

Chic & Fun Mid-Century Modern sleeps 8 (pool)

3 BR Home on Vineyard nr Palo Alto & Stanford

Beautiful 4 Bedroom Hillside Retreat

Craftman’s Castle
Apartment rentals with a pool

Charming Luxury 2BR w/ Monitor and Adjustable desk

Charming 1 bedroom, 1 bath, 2 Story Condo.

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Downtown Modern Living Condo!

Entire 1BR Apt•Bright, Clean, Spacious & All Yours

Waterfront Condo! Great for Month rentals!

Lovely 1B1B condo with patio near downtown MTV

PA Home Theatre & Full Office Setup Great for WFH
Other holiday rentals with a pool

Fully renovated private cul-de-sac home in Marin

Little Walnut in the Creek

Beautiful Palo Alto -15 mins to Stanford(1090-104)

Private cottage in orchard and vineyard setting

Peaceful Writer’s Cabin in Marin

Pleasant Hill Retreat | Pool • Near Downtown

Guesthouse in woodside -

New Modern Studio Apartment in safe neighborhood
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹11,697 | ₹12,147 | ₹12,147 | ₹13,497 | ₹10,617 | ₹10,617 | ₹10,707 | ₹10,617 | ₹9,808 | ₹11,247 | ₹12,147 | ₹11,157 |
| Avg. temp | 11°C | 12°C | 13°C | 15°C | 16°C | 18°C | 19°C | 20°C | 20°C | 18°C | 13°C | 11°C |
Quick stats about holiday rentals with a pool in Pleasanton

Total holiday rentals
Explore 40 holiday rentals in Pleasanton

Nightly prices starting at
Pleasanton holiday rentals start at ₹4,499 per night before taxes and fees

Verified guest reviews
Over 210 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pleasanton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pleasanton rentals

4.8 Average rating
Pleasanton stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Cottage rentals Pleasanton
- Rentals with a patio Pleasanton
- Rentals with a fireplace Pleasanton
- Pet-friendly rentals Pleasanton
- Flat rentals Pleasanton
- Rentals with a hot tub Pleasanton
- Fitness-friendly rentals Pleasanton
- Rentals with a firepit Pleasanton
- Rentals with a washing machine and dryer Pleasanton
- Family-friendly rentals Pleasanton
- Rentals with outdoor seating Pleasanton
- Hotel rooms Pleasanton
- House rentals Pleasanton
- Rentals with pools Alameda County
- Rentals with pools California
- Rentals with pools United States
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Baker Beach
- Muir Woods National Monument
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- Montara Beach
- Bolinas Beach
- Palace of Fine Arts
- Six Flags Discovery Kingdom
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House
- California’S Great America




