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Vacation 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.

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Guest suite in San Jose

4.88 out of 5 average rating, 644 reviews

Hillside Retreat Private 2-Room Guest Unit & Pool

Our home is on 1/2 acre hilltop lot, in a secluded, very quite 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 solar thermal heated pool when weather permitted.

Jul 18 – 25

G$26,534 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.

Jul 9 – 16

G$70,114 GYD per night

Home in Mountain View

4.88 out of 5 average rating, 112 reviews

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!

Jun 30 – Jul 7

G$37,842 GYD per night

Guest suite in San Jose

4.94 out of 5 average rating, 108 reviews

Private Queen Suite-Private Entry, Pool & Hot Tub

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Campbell and Willow Glen. We follow all cleaning guidelines to protect the health of all guests. 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 in our serene and safe neighborhood. Very high speed internet is included.

Oct 11 – 18

G$30,590 GYD per night

Guest suite in Los Altos Hills

4.8 out of 5 average rating, 148 reviews

A private hillside suite nestled among oaks

Better than the Four Seasons or the Rosewood! Beautiful, compact, private in-law suite in the walk out basement of our modern home. Enter via outdoor stairs from parking area to suite. Serene bay views and lush greenery below grand oaks. Your suite has a very comfortable King bed, Japanese washlet, closet space, TV, wi-fi, private washer/dryer, fully equipped kitchen with gas stove, microwave, fridge/freezer & dishwasher. Ceiling fan, radiant in-floor cooling/heating. Private parking. 280 SF.

Jul 13 – 20

G$31,646 GYD per night

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 reviews

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.

Sep 22 – 29

G$31,759 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$29,782 GYD per night

Guest suite in Woodside

4.89 out of 5 average rating, 408 reviews

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.

Jun 24 – Jul 1

G$33,402 GYD per night

Apartment in San Jose

4.98 out of 5 average rating, 223 reviews

Apartment above the valley.

This 2 bedroom apartment. It has outside stairs that lead up to a large private deck (with with spectacular view of Silicon Valley). The entrance is via sliding door from the deck. There are two bedrooms, one bathroom and a combined full kitchen/living room. The ground level pool and patio are shared space with owners. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow!

Nov 22 – 29

G$38,697 GYD per night

Guesthouse in Los Gatos

4.97 out of 5 average rating, 860 reviews

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!

Jul 16 – 23

G$46,762 GYD per night

Guesthouse in Walnut Creek

4.91 out of 5 average rating, 502 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Stylish, beautiful and cosy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mile from Berkeley/Oakland. Perfectly located in a quiet, safe and green neighborhood: 0.8 mile from Walnut Creek BART station and 1 mile from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big and is good for couples, solo and business travelers

Mar 23 – 30

G$26,803 GYD per night

Guesthouse in Belmont

4.89 out of 5 average rating, 212 reviews

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.

Oct 12 – 19

G$54,769 GYD per night

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Popular amenities for Redwood City rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Portola Valley

4.92 out of 5 average rating, 137 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

Jun 1 – 6

G$118,839 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$237,781 GYD per night

Home in Menlo Park

4.85 out of 5 average rating, 155 reviews

Modern French Country Style Home

Feb 14 – 21

G$239,111 GYD per night

Home in San Jose

4.92 out of 5 average rating, 154 reviews

Splash Pad

Jan 19 – 26

G$227,471 GYD per night

Home in San Jose

4.8 out of 5 average rating, 279 reviews

Downtown Oasis with Heated Pool near Whole Foods

May 10 – 17

G$94,923 GYD per night

Home in Burlingame

4.86 out of 5 average rating, 155 reviews

Cozy, Spacious Villa with Private Pool & Bay View!

Jan 13 – 20

G$197,292 GYD per night

Home in Santa Jose

4.98 out of 5 average rating, 152 reviews

SuperHosts! Walk to 49ers @ Levi! Early Check in!

Jun 5 – 12

G$143,406 GYD per night

Home in San Jose

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Mar 16 – 23

G$117,756 GYD per night

Condo rentals with a pool

Condo in Mountain View

4.95 out of 5 average rating, 122 reviews

Spacious Top Floor Condo Retreat

Sep 26 – Oct 3

G$57,850 GYD per night

Condo in Oakland

4.91 out of 5 average rating, 246 reviews

Lakeside Retreat (w/ private parking)

Jul 6 – 13

G$28,510 GYD per night

Condo in Santa Clara

4.94 out of 5 average rating, 264 reviews

La Casa de Alpaca

Jan 13 – 20

G$45,545 GYD per night

Condo in Redwood City

5.0 out of 5 average rating, 3 reviews

Pet Friendly Apartment w/ Pool & Fast Wi-Fi

Feb 14 – 21

G$25,699 GYD per night

Condo in East Palo Alto

4.9 out of 5 average rating, 29 reviews

PA Home Theatre & Full Office Setup Great for WFH

Dec 26 – Jan 2

G$35,742 GYD per night

Condo in Menlo Park

4.86 out of 5 average rating, 7 reviews

2BR Condo Near Meta with Spectacular Amenities

May 1 – 8

G$41,825 GYD per night

Condo in Mountain View

5.0 out of 5 average rating, 20 reviews

Fully Furnished Condo near Tech Giants & Stanford

May 18 – 25

G$80,995 GYD per night

Condo in Emeryville

4.83 out of 5 average rating, 24 reviews

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

May 24 – 31

G$29,315 GYD per night

Quick stats about vacation rentals with a pool in Redwood City

Total rentals
410 properties
Wifi availability
410 properties include access to wifi
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Pet-friendly rentals
200 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3.2K reviews

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