Holiday rentals with a pool in Santa Cruz County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Cruz County

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

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Guest favourite

Guest suite in Willow Glen

4.95 out of 5 average rating, 193 reviews

Private Queen Suite-Pool & Hot Tub, private entry

This is your Getaway spot! Enjoy your private suite, bathroom and large smart TV, pool and hot tub outside your door. Located within 3 miles of downtown Los Gatos and Campbell with great food options. Levi's Stadium/49ers 9.5 miles, Mountain Winery Concerts 7.5 miles, San Jose International Airport 6.5 miles, SFO 35 miles, SAP Center/NCAA/Sharks 4.6 miles. We have professional cleaning. Check-out like a hotel, no starting laundry! Hot tub and Pool are a perfect way to relax and end the evening.

Guest favourite

A spacious balcony overlooks the ocean, featuring a seating area with grey couches adorned with blue and white cushions. A glass-topped table is positioned in the center, beside a gas grill, creating an inviting outdoor space to enjoy coastal views.

Home in Aptos

4.94 out of 5 average rating, 438 reviews

🍀Escape - Brand New Modern Chic Coastal Retreat🍀

Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, a gourmet kitchen, and the charm of beach living.

Top guest favourite

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, 831 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!

Guest favourite

A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.

Apartment in Aptos

4.86 out of 5 average rating, 194 reviews

Beach Front Villa at Seascape Resort

The newly remodeled unit offers a beautiful fireplace, hardwood flooring, a new kitchen with stainless steel appliances, bathrooms, stairs, a laundry system, and more. Beautiful villa just a 10-15 min walk to the beach. Bring your family and friends to enjoy this quaint place with an expensive ocean view and the best view of the resort. Live spaciously in 2 luxurious master suites upstairs and an open concept living room and kitchen downstairs. It will surely be an unforgettable experience!

Guest favourite

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

4.95 out of 5 average rating, 121 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 favourite

Apartment in Aptos

4.78 out of 5 average rating, 587 reviews

Aptos Condo with Spectacular Ocean Views

Enjoy stunning full ocean and sand views from Monterey to Santa Cruz at this beautifully located beach retreat. Watch whales and dolphins from the deck, relax by the ocean-view swimming pool just steps away, or take a short walk to the beach. Santa Cruz Beach & Boardwalk is just 15 minutes away, world famous Monterey Bay Aquarium and Pebble Beach 45 minutes, and Levi’s Stadium only 30 miles. This oceanfront escape is the perfect blend of location, comfort, and unforgettable views.

Top guest favourite

A serene view of the ocean at sunset, showcasing vibrant hues of orange, pink, and purple in the sky. Lush green lawn stretches in the foreground, with silhouettes of trees and coastal vegetation framing the peaceful landscape.

Apartment in Aptos

5.0 out of 5 average rating, 117 reviews

Fully Equipped OceanView Ground Villa &Heated Pool

Breathtaking ocean & beach views facing Monterey Bay, Capitola Beach & Santa Cruz. This luxurious, ground level, 2-BR villa has the convenience of amazing sunsets, a direct 5-min path to the soft sandy beach, & a furnished patio facing open lawn space. Enjoy the views of the white water surf right from the living room, patio or bedroom; take a dip in the heated pools/hot tub just steps from your front door; or dine at Sanderlings Restaurant. Why choose one when you can do it all?

Guest favourite

A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.

Villa in Santa Cruz

4.93 out of 5 average rating, 147 reviews

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

Top guest favourite

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, 242 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!

Top guest favourite

A balcony features two chairs and a small table, overlooking a bright blue pool and the ocean beyond. Sunlight illuminates the space, enhancing the view of the nearby beach and the landscape of the surrounding resort.

Townhouse in Aptos

4.94 out of 5 average rating, 385 reviews

2bed OceanFront condo w/Pools+HotTub

Enjoy the comforts of a beach condo with the features of a luxury resort style retreat. This 2 bedroom 2.5 bathroom Villa has two balconies with incredible Ocean Views. Modern kitchen, and beach themed decor make this condo a vacation retreat you cannot miss. Plus 3 pools, heated year round! Located on 17-miles of secluded beachfront in Aptos California, south of Santa Cruz. Treat yourself to exquisite fine dining at the Sanderlings Restaurant, beach pathways and more!

Top guest favourite

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.

Guest house in Los Gatos

4.99 out of 5 average rating, 613 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, 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!

Superhost

An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.

Place to stay in Los Gatos

4.81 out of 5 average rating, 103 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!