Vacation rentals with a pool in Santa Clara County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Clara County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A comfortable bedroom is presented with a queen bed adorned with patterned linens and throw pillows. Nightstands are positioned on either side, each featuring a lamp. Natural light filters through a nearby window, enhancing the tranquil ambiance.
Guest suite in Aptos
4.91 out of 5 average rating, 198 reviews

Seascape Escape! Now Featuring Private Pool/Spa

You will love your stay in our private guest suite walking distance to beautiful Hidden Beach in Aptos, CA. We are a 5 minute drive from the Seascape Resort and shopping center and are a 10-15 minute drive to downtown Capitola and Santa Cruz. The suite has two bedrooms with queen beds, 1.5 baths and spectacular views of the beach from the rooftop deck. Enjoy your days hanging out at the beach, enjoying a glass of wine from the deck, or hiking on the nearby trails. Now featuring pool/spa/hot tub

Guest favorite
A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.
Home in Portola Valley
4.92 out of 5 average rating, 174 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 spacious deck is showcased with comfortable seating arrangements, complemented by a dining table. Lush greenery in planters is visible, along with panoramic ocean views under a clear blue sky. A cozy rug anchors the seating area, inviting relaxation.
Home in Aptos
4.97 out of 5 average rating, 143 reviews

Relax + Unwind in Brand New 2BD Modern Bch Retreat

Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

Top guest favorite
A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.
Guest suite in Scotts Valley
4.96 out of 5 average rating, 797 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Top guest favorite
A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.
Condo in Aptos
4.96 out of 5 average rating, 136 reviews

Royal Villa - Ocean View - Heated Pool - Seascape

If you're looking for the best, you've found it. There's not a larger or better 1 bedroom condo in the main building at Seascape. It is the only 864 sq ft end unit with ocean view balcony and lots of windows to let the light in! Oh, and has a actual kitchen with a full size fridge and dishwasher. No matter what special occasion brings you to town, this is the condo you will want stay in! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities.

Top guest favorite
The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.
Guesthouse in Los Gatos
4.99 out of 5 average rating, 594 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

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
4.88 out of 5 average rating, 185 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!

Top guest favorite
The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.
Guesthouse in Monte Sereno
4.98 out of 5 average rating, 450 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.

Guest favorite
A white mug is positioned on a smooth stone ledge, overlooking a sandy beach meeting the ocean. Soft waves are visible in the distance, while a pathway winds through green grass in the foreground, leading towards the coastline.
Condo in Aptos
4.99 out of 5 average rating, 162 reviews

Beach View Condo - Heated Pool - Seascape Resort

ONE OF THE BEST BEACH AND OCEAN VIEWS AT SEASCAPE. 2 story, 2 bedroom, 2-1/2 bath deluxe condo. Two, private balconies with whitewater and beach views and beautiful sunsets. A well equipped kitchen, a BBQ, access to the North Bluff swimming pool and spa, a resort bar and restaurant, and easy beach l-access. Golf, fitness center and tennis are available at a reasonable cost. The Village includes a coffee shop, pizza parlor, Chinese restaurant, a grocery store, Mexican restaurant and more.

Top guest favorite
The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.
Home in Watsonville
4.98 out of 5 average rating, 110 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

This 100 year old school house surrounded by organic farms in the Pajaro Valley is a great starting point for your adventures in the Monterey Bay. From here you can reach Santa Cruz to the North or Monterey to the south in 30 minutes. When you are finished sightseeing come back to this comfortable home. A major renovation was recently completed to update the electrical, heating and plumbing yet preserving as much of the past as possible. Outside enjoy the pool, spa or game areas.

Superhost
A serene garden area is depicted, featuring neatly trimmed shrubs and ornamental trees under a clear blue sky. Vibrant rose bushes add color to the landscape, while a simple bench is positioned on a gravel path, creating a peaceful outdoor space.
Guest suite in San Jose
4.86 out of 5 average rating, 763 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.

Guest favorite
A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.
Home in Aptos
4.98 out of 5 average rating, 215 reviews

Private Pool Villa for family getaways

Looking for a comfy space to spend time with friends and family? Beach or great outdoors more your thing? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny locale is your comfortable home base for your next adventure. Why not just hang out by the pool? The water typically stays comfortable for swimming from April-September. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

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