
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.

Private Queen Suite-Pool & Hot Tub, private entry
Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Los Gatos, Campbell and Willow Glen. Great for Mountain Winery Concerts, 49ers/Levi's Stadium and SJC. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry! You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom. Hot tub and Pool are a perfect way to relax and end the evening.

Hillside Retreat Private 2-Room Guest Unit & Pool
Our home is on 1/2 acre hilltop lot, in a secluded, very quiet cul-de-sac, with easy access to major freeways, minutes from SJC airport, downtown, SAP, SJSU, convention center. This listing is for an entire separate unit, attached to main house. It features 2 rooms with private yard and pool to yourself. You are free to relax in the back yard with view, surrounded by mature trees, hummingbirds, butterflies while surf the net, or swim in our private pool when weather permitted.

Nature Poolside Cabana - 30+ days rental
Lovely residential location, rustic glamping. Lounge by the pool or cuddle up by the electric fireplace. Surrounded by trees, birds singing, lovely views of the hills, you will feel at ease. Open the doors - it's an outdoor living/bedroom. NOTE only Outdoor Tiki Shower, very private/hot water. Parking on the street, well lit pathway/stairs to cabana. NO PARTIES. Only children over 12. Respect neighborhood, behave responsibly. Active security. Lite cooking, no oils please.

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

Luxury Silicon Valley Work & Wellness Oasis
PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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!

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.
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
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Gated 1BR Condo: AC, Parking, W/D near Santana Row

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

Charming 2 bedroom 2 story condo - No smoking
Other holiday rentals with a pool

Bright Studio Suite King Bed with Kitchen

A quiet retreat in Lafayette.

Private cottage in orchard and vineyard setting

Cozy 3BR Near SJC

Peaceful Writer’s Cabin in Marin

Cozy Stay - Big Pool & Yard

KeyLuxe, Jacuzzi—Pool—Gym—Tennis, Walnut Creek

Napa, SF Bay Area, Pool
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 AUD | $201 AUD | $201 AUD | $224 AUD | $176 AUD | $176 AUD | $178 AUD | $176 AUD | $163 AUD | $187 AUD | $201 AUD | $185 AUD |
| 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 $75 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Pleasanton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Rentals with outdoor seating Pleasanton
- Hotel rooms Pleasanton
- Rentals with a washing machine and dryer Pleasanton
- Apartment rentals Pleasanton
- Rentals with a fire pit Pleasanton
- House rentals Pleasanton
- Fitness-friendly rentals Pleasanton
- Rentals with a patio Pleasanton
- Rentals with a hot tub Pleasanton
- Family-friendly rentals Pleasanton
- Cottage rentals Pleasanton
- Rentals with a fireplace Pleasanton
- Pet-friendly 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




