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

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

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

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.

Little Poolside House near Downtown Mountain View!
Absolutely the best location in Mountain View, steps from Downtown! Situated near all the entertainment, nightlife & attractions this vibrant city has to offer. This beautifully furnished little poolside house is just minutes from the Caltrain & light rail, Shoreline Lake, Stanford, Menlo Park, NASA Ames Center & more! Step outside for a stroll and explore local and international cuisine, wonderful farmers market and shopping! Perfect for family or friends, you will love this Bay Area getaway!

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.

Quiet Poolside Cottage for Solitude
New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Separate entry room near Stanford
This separate entry room opens to a beautiful one-acre garden with a pool, jacuzzi, cable TV/wireless, and parking. We are just off 280 and Woodside Rd., 4 miles from Stanford. It is peaceful and quiet and we are hands-off hosts. There is no access to the house and the room does not have a frig, microwave or dishes. We are set up for independent guests who want to come and go on their own and enjoy local restaurants in Woodside, Palo Alto or RWC. Please note the very short entry door.

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!

Private Garden Cottage in Belmont Hills
A fully accessorized cottage in a private and quiet setting at the heart of the San Francisco Bay Area. Newly renovated backyard with always blooming flowers, fruit trees, hot tub, and pool. Regular visits from deer, and professional night illumination make this place feel like a magical forest getaway, quiet and secluded from the surrounding city. Enjoy the multitude of patios for reading and relaxation. We even have a tree house for the kids.

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.
Popular amenities for Redwood City rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto w/Pool

Silicon Valley Executive home in Santa Clara

Mission style, w. Pool, Hot tub, walk to downtown

Luxury 4-Suite Carbon-Neutral Home With Pool

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

Country Club Living on Golf Course & amazing views
Apartment rentals with a pool

Lakeside Retreat (w/ private parking)

Charming Luxury 2BR w/ Monitor and Adjustable desk

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Downtown Modern Living Condo!

Entire Condo - comfy and central

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

Waterfront Condo! Great for Month rentals!

Lovely 1B1B condo with patio near downtown MTV
Other holiday rentals with a pool

A quiet retreat in Lafayette.

Detached Guest House With Views

Little Walnut in the Creek

By The Bay Retreat

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Peaceful Large Suit1, 3 min Santana Row

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

D’s Garden Cottage
When is the best time to visit Redwood City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 SGD | $278 SGD | $364 SGD | $310 SGD | $297 SGD | $458 SGD | $516 SGD | $350 SGD | $332 SGD | $315 SGD | $320 SGD | $243 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Redwood City

Total holiday rentals
Explore 360 holiday rentals in Redwood City

Nightly prices starting at
Redwood City holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 4,500 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
350 of Redwood City holiday rentals include wifi access

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

4.7 Average rating
Redwood City stays receive an average rating of 4.7 out of 5 from guests
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
- Pet-friendly rentals Redwood City
- Serviced apartment rentals Redwood City
- House rentals Redwood City
- Rentals with a hot tub Redwood City
- Flat rentals Redwood City
- Rentals with a fireplace Redwood City
- Rentals with an EV charger Redwood City
- Hotel rooms Redwood City
- Rentals with lake access Redwood City
- Fitness-friendly rentals Redwood City
- Rentals with breakfast Redwood City
- Apartment rentals Redwood City
- Rentals with outdoor seating Redwood City
- Rentals with a firepit Redwood City
- Rentals with a washing machine and dryer Redwood City
- Townhouse rentals Redwood City
- Cabin rentals Redwood City
- Family-friendly rentals Redwood City
- Guest house rentals Redwood City
- Waterfront rentals Redwood City
- Rentals with a patio Redwood City
- Private suite rentals Redwood City
- Rentals with pools San Mateo 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




