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

Summer-house/OASIS on quiet street in ROCKRIDGE!
We're avid travelers who for years have liked to provide an affordable space for fellow travelers too--all amidst our beautiful neighborhood (guests always rate the Location as 5.0!) Great location on a quiet street, and you WON'T need a car in this neighborhood! Simply walk 2 blks down the quiet tree-lined street to College Ave...where you'll find all the cafes, bookstores, clothing shops & restaurants of Rockridge! Truly a secluded paradise, yet only a 20 min train ride from downtown SF! :)

Beautiful 4 Bedroom Hillside Retreat
Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING

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)

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.

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.

Private Mid-Century Luxury Near SF & Wine Country
Discover a fully private, non-shared, entire 630 sq ft modern suite in Marin—an ideal base for San Francisco and Wine Country. Perfect for couples or business travelers, this serene retreat features a chef’s kitchen, spa-like bathroom, and a dedicated workspace with ultra-fast Wi-Fi. Enjoy total privacy with a separate entrance, smart lock access, HEPA air filtration, and dedicated parking with on-site Tesla EV charging available during off-peak hours. A quiet, upscale getaway.

Zen Meets Pool Retreat!
Welcome to your peaceful get-away! Just minutes off both hwy 80 and hwy 24 and BART, you will find this quiet nook waiting for you to enjoy private outdoor living, complete with pool and hot tub, pool side seating with umbrellas and fire pit, patio with grill and of course, all the modern amenities inside to ensure a quiet and decompressing time away from it all! Have a fun sneak preview on youtube by entering the following search: Airbnb 100 Reviews Zen Meets Pool Retreat

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

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!
Popular amenities for Oakland rentals with a pool
House rentals with a pool

Pool, Hot tub, Napa, SFO Clean

Fully renovated private cul-de-sac home in Marin

Modern Escape with pool + hot tub, views of Mt Tam

Trailside Home, Panoramic Views

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

Country Club Living on Golf Course & amazing views

MCM Waterfront Pool/Hot Tub between SF and Napa

Craftman’s Castle
Apartment rentals with a pool

Charming Luxury 2BR w/ Monitor and Adjustable desk

Mid-Century Modern Oasis

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Remote Work | Private Fenced Yard | Central SFBay

Downtown Modern Living Condo!

Modern Condo, in Heart of Oakland!

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

Waterfront Condo! Great for Month rentals!
Other holiday rentals with a pool

A Travelers Dream Come Stay with us!

Little Walnut in the Creek

Serenity Cottage #C- private guesthouse oasis

Beautiful Nob Hill Studio Apt

Quiet area in the Four Corners

Pleasant Hill Retreat | Pool • Near Downtown

Napa, SF Bay Area, Pool

Cozy-Chic Mission Bay Apt | Walk to Oracle + Chase
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £89 | £100 | £97 | £97 | £98 | £89 | £98 | £104 | £103 | £103 | £94 | £88 |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Oakland

Total holiday rentals
Explore 240 holiday rentals in Oakland

Verified guest reviews
Over 2,220 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
240 of Oakland holiday rentals include wifi access

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

4.7 Average rating
Oakland stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Oakland’s top spots include Oakland Zoo, Jack London Square and Joaquin Miller Park
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