Vacation rentals with a pool in Santa Cruz

4.79 out of 5 average rating, 119 reviews

The image captures a serene ocean view framed by tall trees. A swimming pool is visible in the foreground, surrounded by landscaped gardens. The coastline and expansive sky complement the tranquil atmosphere, inviting relaxation and enjoyment of the natural surroundings.

Condo in Aptos

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!

4.93 out of 5 average rating, 176 reviews

A tranquil pool is surrounded by lush greenery, with sunlight reflecting off the clear water. A small seating area is visible on the side, and signs with pool rules are posted along the fence, ensuring a safe and enjoyable environment for guests.

Guest suite in Aptos

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

4.9 out of 5 average rating, 152 reviews

A tranquil pool area is highlighted by a circular swimming pool surrounded by colorful blooming flowers. Two red lounge chairs are positioned beside the pool, inviting relaxation under the clear sky. Lush greenery and wooden fencing provide privacy, enhancing the outdoor setting.

Home in Mountain View

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!

Guesthouse in Monte Sereno

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.

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.

4.79 out of 5 average rating, 200 reviews

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

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!

Guest suite in Willow Glen

A tranquil outdoor space features a swimming pool with a built-in hot tub. Surrounding greenery and wooden fencing create a private atmosphere. Light-colored stone detailing and brick accents enhance the pool edge. Lounge chairs are positioned near the water, inviting relaxation.

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.

4.91 out of 5 average rating, 555 reviews

A serene view overlooks the outdoor pool area, framed by a fence. The bright blue water reflects the sun, while the sandy beach and ocean stretch out in the background. The pool is accompanied by lounge chairs, offering a relaxing space for guests.

Home in Aptos

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.

4.86 out of 5 average rating, 125 reviews

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

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 !! **

Guest suite in East San Jose

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.

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.

4.99 out of 5 average rating, 169 reviews

Home in Aptos

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!

4.81 out of 5 average rating, 318 reviews

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

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.