Vacation rentals with a pool in Los Gatos

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Top-rated rentals with a pool in Los Gatos

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

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Superhost

Condo in Aptos

4.79 out of 5 average rating, 119 reviews

Seascape Resort Ocean View Studio "The View for Yo

Remodeled, upgraded studio, "The View For You," is an ocean oasis at Seascape Resort. Gorgeous views! This beautiful, ocean view unit is located in the amenity-rich Seascape Resort in Aptos, CA. Walk on the gorgeous beach, this vacation rental is perfect for a romantic getaway or a week away from it all with the family. There are 3 pools, hot tubs, Sanderling's restaurant on-site as well as restaurants and shops across the street. The beach spans for miles. Walk the grounds or enjoy the pools, beach and restaurant! This unit has a chair that folds out to twin sized bed to sleep the third person!

Guest favorite

Guest suite in Aptos

4.93 out of 5 average rating, 176 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

Top guest favorite

Home in Mountain View

4.9 out of 5 average rating, 152 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

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 422 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.

Superhost

Home in Willow Glen

4.79 out of 5 average rating, 200 reviews

Beautiful Large 4BR Home with POOL

Need a vacation or a great place to stay in the Bay area in San Jose? Look no further as you'll love this "Resort" style, very spacious 4 BR home with large in-ground pool- beautifully remodeled and furnished with plush furniture, art deco, comfy beds, upgraded modern amenities and beautiful landscaped garden. Family and business friendly. Conveniently located minutes to downtown San Jose, Trains, Malls, SAP & Levi's Stadium, SCU, SJSU and SJC. Highways 87-280-101. Book your escape today!

Top guest favorite

Guest suite in Willow Glen

4.95 out of 5 average rating, 141 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.

Guest favorite

Home in Aptos

4.91 out of 5 average rating, 555 reviews

Relax Watch Waves Crash Chic + Modern 3BD

Sea breezes and beautiful ocean views greet you from your 40-foot deck at RdM Lookout, a newer property with hardwood floors, quartz counters, and a bright, modern open beach design with a cozy fireplace which was featured on the design website Houzz. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen-stocked coffee bar with to-go cups for beach walks. Come home to a relaxing, beach vacation in a charming beach town.

Superhost

Home in Ben Lomond

4.95 out of 5 average rating, 111 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

Guest favorite

Home in San Jose

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Welcome to your next getaway! Corporate housing, business travelers, and families welcome. Work, relax and unwind in our beautiful and spacious home. Enjoy our pool with outdoor fire pit and BBQ grill (propane not included) and dining table. Hang out with the whole team or family and enjoy a delicious meal with your favorite glass of wine while admiring the beautiful lush scenery. ** Hot tub is non operational! Pool can be heated but will incur a fee - 24hr noticed needed !! **

Superhost

Guest suite in East San Jose

4.86 out of 5 average rating, 725 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.

Superhost

Home in San Jose

4.81 out of 5 average rating, 318 reviews

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

Spacious Victorian with POOL and EV Charger. 1/2 mile from downtown San Jose and close to airport. 4 bed/ 3 bath home with incredible backyard, equipped with 1/4 basketball court and gas firepit. Whole Foods, Coffee Shops and Breweries in walking distance! We have a movie style projector with Apple TV, Netflix and more! Full laundry room with washer and dryer. Our house is pet friendly, supplied with dog leash, pet bowls and several parks in walking distance.

Top guest favorite

Guesthouse in Willow Glen

4.97 out of 5 average rating, 595 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna (currently closed), hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

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What guests are saying

Delightful Tiny Home in the Redwoods !

4.92 out of 5 average rating, 131 reviews4 days ago

Delmas place was so cute, definitely worth the drive and price. Would definitely be back again. It was so comfy and easy to get around! Yes the toilet isn’t ideal however it was easy to use and we just made sure the door was always closed! Honestly such an amazing getaway, amazing hikes close by and Portola right around the corner. We were made La Honda Lovers!

Tiny home in La Honda

What guests are saying

Official Resort ListingDLX Ocean View 2 BD Villa

4.87 out of 5 average rating, 167 reviews1 day ago

We only stayed one night but will definitely be back to enjoy Seascape for more than a day. The unit was clean, comfortable & had a beautiful view. The staff helped us carry our luggage down the stairs without us even asking for help. Totally accommodating. The grounds are so well maintained & peaceful. We can’t wait to come back!

Apartment in Aptos

What guests are saying

The Hilltop Venue w/pool, fire pits & views-241155

4.9 out of 5 average rating, 71 reviews6 days ago

We had a wonderful time at Jennifer and Will's place. It really is as nice as it looks and we were really able to relax in the beautiful surroundings. The hosts were always responsive and friendly and the place is cozy and comfortable; while it does have a pull-out couch besides the bed, our 8yr-old daughter actually made herself a very cozy bed in the elevated closet space! (She LOVED exploring the outside and socializing with the friendly dog and cats who came by to greet us.) It's a short, lovely drive into town and we appreciated the seclusion. We hope to stay there again someday!

Guest suite in Watsonville

What guests are saying

A freestanding casita in a delightful grape garden

4.8 out of 5 average rating, 35 reviews4 weeks ago

Thank you Maria. We were there for work but had a day off in between. We were planning on spending our day off doing something off property but we were already in the most beautiful place we could imagine. We felt like we were in our own private spa. Pool, Hot Tub, Spectacular flowers, grapevines, dining table on the patio and more outdoor space. The beds were comfortable and the bath & kitchen were both very nice. Hope to come back again and spend more time off at your Casita. Thanks again!!

Guesthouse in Emerald Hills

What guests are saying

Chic two bedroom pool house

4.95 out of 5 average rating, 39 reviews7 months ago

The place is 3 minutes walk to Safeway, Walgreen and Molly Stone. Burlingame Ave full of restaurants and shops with wide sidewalks is right around the corner. We are amazed how convenient this place is. It also has a heated pool and hot tub that our grandkids used a few times. Would love to stay there again. Due to cool weather at night, we love to have the window open at night. It would help if there were a screen even though there were only occasional bugs. Thanks, Anna and Ryan for sharing this jewel of a place.

Guesthouse in Burlingame

What guests are saying

Rustic Cabin in the Redwoods

4.99 out of 5 average rating, 320 reviews1 month ago

We will definitely be coming back. It's an amazing escape with beautiful surroundings. The amenities were perfectly curated with even some food items in the refrigerator ready for you when you arrive. I do want to pass on a helpful hint - the road to the home is very curvy and the small road that leads to the entrance of the home is off of the main road and is not obvious if you are not ready and looking for it. You can stay here with confidence knowing that you will have a wonderful experience.

Guesthouse in Woodside

What guests are saying

Old Amesti Schoolhouse mid-bay amidst farmland

4.99 out of 5 average rating, 79 reviews2 weeks ago

We had a lovely stay at the schoolhouse! Despite being so close to the road and the highway, it felt very private. Kitchen was super well appointed, and the whole house was spacious and airy. We really liked the decor. We really appreciated the surplus of towels! The pool was warm and clean and the hot tub was hot. Beds were comfortable and we all had a chance to catch up on sleep. The sofas are a little low; we made it work. Overally, it was a great location and I can't recommend Carmen more as a host! We will be back!

Home in Watsonville