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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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Top guest favorite

A serene swimming pool reflects the clear blue sky, surrounded by lush landscaping. Natural stone steps lead to the house, flanked by vibrant foliage and small waterfalls, creating a tranquil retreat.

Home in Portola Valley

4.94 out of 5 average rating, 163 reviews

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.

Top guest favorite

A tranquil pool area is surrounded by lush greenery and rustic wooden structures. The clear water reflects the trees and sunlight above. A wooden deck offers space for relaxation, while adjacent seating arrangements and a grill provide options for outdoor enjoyment.

Guesthouse in Woodside

4.99 out of 5 average rating, 338 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.

Top guest favorite

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

4.9 out of 5 average rating, 167 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!

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

4.93 out of 5 average rating, 384 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Top guest favorite

A spacious outdoor area features a glimmering pool set against lush greenery. A patio with comfortable seating and a covered area is visible in the background, providing a place for relaxation. Trees and shrubs frame the scene, adding to the tranquil atmosphere.

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 440 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.

Top guest favorite

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

Guest suite in Cambrian

4.96 out of 5 average rating, 167 reviews

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.

A well-maintained garden pathway leads to a pool area surrounded by lush greenery. Tropical plants and vibrant flowers add color to the landscape, while a variety of trees provide shade. The tranquil setting invites relaxation with the pool visible in the background.

Guest suite in Woodside

4.89 out of 5 average rating, 453 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.

A serene private pool is surrounded by a spacious patio area, featuring a gazebo and a shaded seating space with lounge chairs. Lush greenery surrounds the property, creating a calm atmosphere, while the water shimmers under soft lighting, inviting relaxation.

Guest suite in San Jose

4.86 out of 5 average rating, 748 reviews

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.

A swimming pool is surrounded by a concrete deck, featuring several colorful floatation devices. Two wicker chairs and a small table are positioned near the edge, providing a space to relax amidst green trees in the background under a clear blue sky.

Guesthouse in Walnut Creek

4.96 out of 5 average rating, 120 reviews

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

Top guest favorite

The outdoor pool is framed by a spacious deck, featuring a stone cabana with large glass doors. Surrounding greenery adds a natural touch, while clear blue skies create a serene atmosphere. Sun loungers are positioned nearby, inviting relaxation by the refreshing water.

Guesthouse in Almaden Valley

4.97 out of 5 average rating, 995 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!

A solar-heated pool reflects the surrounding greenery, with smooth water inviting relaxation. Comfortable seating is positioned nearby, and a patio can be seen in the background. A small cottage structure features a door and windows, framed by a serene garden atmosphere.

Guesthouse in Belmont

4.88 out of 5 average rating, 260 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.

The modern complex is illuminated under the evening sky, showcasing a resort-style pool surrounded by lounge chairs and umbrellas. A vibrant rooftop area is visible, adorned with greenery and outdoor seating, while soft lights accentuate the building's contemporary architecture.

Apartment in Menlo Park

4.95 out of 5 average rating, 220 reviews

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.

Vacation rentals for every style

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Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Redwood City rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.

Home in Upper Rockridge

4.81 out of 5 average rating, 110 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

A large in-ground pool is set in a landscaped garden, surrounded by a mix of greenery and fencing for safety. The smooth pool surface reflects the blue sky, while a covered area with red seating is visible in the background.

Home in Willow Glen

4.81 out of 5 average rating, 216 reviews

Beautiful Large 4BR Home with POOL

A secure child safety fence encloses a refreshing pool area. The pool features a light blue surface and is surrounded by a concrete patio, framed by lush greenery and well-maintained landscaping. The fence's gate is visible, providing access to the pool.

Home in Palo Alto

4.92 out of 5 average rating, 96 reviews

Large Home in Palo Alto w/Pool

An inviting outdoor space features a saltwater pool surrounded by lush greenery and lounge seating. A covered area displays comfortable seating and decorative hats, with towels neatly arranged in baskets nearby. The bright sky enhances the serene atmosphere of the garden retreat.

Home in The Willows

4.9 out of 5 average rating, 59 reviews

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

A sparkling, heated pool occupies the backyard, surrounded by lush greenery and palm trees. Brick edging outlines the pool, enhancing the outdoor space, while a privacy fence adds to the tranquil setting. Sunlight reflects off the water, creating an inviting atmosphere.

Home in San Jose

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

A serene pool area is surrounded by lush greenery and colorful potted plants. Loungers are arranged along the poolside, and warm sunlight reflects off the water's surface. String lights are visible above, adding a cozy touch to the outdoor space.

Home in San Jose

4.8 out of 5 average rating, 336 reviews

Bay Area getaway w/ Pool + Heated Spa + EV charger

Top guest favorite

A serene backyard showcases a solar-heated pool surrounded by a spacious patio. Lush greenery and trees line the perimeter, creating a peaceful ambiance. Soft lighting illuminates the area, with a cozy seating arrangement visible in the background, enhancing the outdoor gathering space.

Home in Evergreen

4.98 out of 5 average rating, 41 reviews

Casa Feliz | Pool | Dry Sauna | Family Fun

A spacious backyard features a shimmering pool surrounded by a sun deck. Lounge chairs and an umbrella provide shaded seating, while potted plants and a wooden planter add greenery. A colorful float rests in the water, contrasting with the clear blue sky overhead.

Home in Starbird

4.72 out of 5 average rating, 50 reviews

Starbird Oasis: Pet Friendly with Private Pool!

Condo rentals with a pool

A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.

Condo in Civic Center

4.92 out of 5 average rating, 298 reviews

Lakeside Retreat (w/ private parking)

An outdoor swimming pool surrounded by landscaped grounds is presented, featuring sun loungers and shaded seating areas. The water is clear and inviting under sunlight, and the view of the nearby buildings and trees adds to the serene environment.

Condo in Emeryville

4.89 out of 5 average rating, 35 reviews

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

An outdoor swimming pool is surrounded by a sunlit patio. Lounge chairs are positioned along the pool's edge, providing space for relaxation. Towering trees offer shade in the background, while a building features large windows overlooking the area.

Condo in Mountain View

4.67 out of 5 average rating, 24 reviews

Lovely 1B1B condo with patio near downtown MTV

A light-filled living area features a spacious white couch arranged around a round coffee table. A wooden dining table is visible in the background, surrounded by chairs. Large windows provide a view of the greenery outside, and floral wallpaper adds a decorative touch.

Condo in San Jose

4.82 out of 5 average rating, 34 reviews

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym

A community pool area is depicted, featuring a clear blue pool surrounded by concrete. Umbrellas provide shade over seating areas, and tall cypress trees line the perimeter, enhancing the outdoor experience. Nearby lounge chairs and tables are arranged for relaxation.

Condo in San Jose

4.9 out of 5 average rating, 10 reviews

Modern Upscale 2BR/2BA Condo near Levi Stadium

The lake view features multiple sailboats gliding across the water, with a backdrop of tall buildings and a clear sky. Below, a vibrant market scene displays food stalls under palm trees, with a retro sign indicating a nearby venue offering breakfast and lunch.

Condo in Grand Lake

4.69 out of 5 average rating, 13 reviews

Cozy condo by the lake

This two-story condo is set within landscaped grounds, featuring a mix of grassy areas and walkways. The exterior is highlighted by a combination of neutral-colored walls and wood accents. A small patio area can be seen at the side, accompanied by trees and shrubbery.

Condo in San Jose

4.9 out of 5 average rating, 21 reviews

Charming 2 bedroom 2 story condo - No smoking

A modern living area is presented with a comfortable sectional sofa and stylish coffee table. A large window offers views of the outdoors, while plants and decorative elements enhance the inviting ambiance. Soft lighting illuminates the space, creating a serene environment.

Condo in East Palo Alto

5 out of 5 average rating, 10 reviews

Modern 2BR Condo | Business & Long-Term Stays

Other vacation rentals with a pool

A tranquil exterior view of the poolhouse is presented, featuring a sloped roof and light-colored siding. A stone pathway leads to the entrance, surrounded by lush greenery and tall trees. A wooden gate stands at the entrance, complementing the natural setting.

Guesthouse in Woodside

4.88 out of 5 average rating, 8 reviews

Poolhouse in woodside

Top guest favorite

A light-filled bedroom features a spacious bed with white linens and decorative pillows. A textured concrete wall adds modern character, while a large window offers a view of the outside. Nightstands with lamps are positioned on either side of the bed.

Apartment in Mission Bay

4.96 out of 5 average rating, 27 reviews

Lux Apartment-Pool/Parking/Spa

Villa in Castro Valley

4.8 out of 5 average rating, 41 reviews

By The Bay Retreat

Top guest favorite

A refreshing pool is surrounded by well-maintained landscaping featuring lavender and pink hydrangea blooms. A water slide is positioned at one end, while a few lounge chairs are placed nearby, inviting relaxation in the outdoor space.

Guesthouse in Sunnyvale

4.87 out of 5 average rating, 118 reviews

Private & Quiet Garden Cottage

A sunroom features large windows that provide views of the garden and pool area. A round dining table is surrounded by four upholstered chairs. A ceiling fan hangs above, contributing to a bright and airy ambiance, while greenery is visible outside.

Apartment in San Jose

4.82 out of 5 average rating, 44 reviews

Peaceful Large Suit1, 3 min Santana Row (NO party)

Top guest favorite

A refreshing pool glistens under the sun, surrounded by well-manicured green lawns. A white picket fence encloses the area, enhancing the garden's appeal. The charming two-story structure features a sloped roof and multiple balconies, providing a welcoming atmosphere in a serene outdoor setting.

Apartment in San Jose

4.98 out of 5 average rating, 269 reviews

Apartment above the valley.

The exterior of the home is showcased with a warm color scheme and a distinctive tile roof. Lush greenery and manicured landscaping frame the property, while a spacious driveway leads to an attached garage. Surrounding hills and an open field are visible in the background.

Home in San Jose

4.73 out of 5 average rating, 15 reviews

Large Modern Home in Evergreen

Top guest favorite

A bright living space features a modern sofa adorned with neutral-toned cushions, complemented by a round black coffee table. Large sliding doors provide access to a balcony and allow natural light to fill the room. A small potted plant adds a touch of greenery.

Apartment in Santa Clara

5 out of 5 average rating, 15 reviews

Chic-Roomy 2BR/2BA/Pool • Near Levis, Tech, & SCU

Quick stats about vacation rentals with a pool in Redwood City

Total rentals
390 properties
Total number of reviews
4.1K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Wifi availability
380 properties include access to wifi

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