Vacation 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.

0 of 0 items showing

1 of 3 pages

Superhost

Tiny home in Aptos

4.78 out of 5 average rating, 316 reviews

Bamboo Cottage in Aptos Mountain Retreat & Spa

Om Oasis is a beautiful and lush retreat center on several acres of a remote and peaceful 15 acre mountain top property. We host guests who wish to connect with the beauty of nature and experience peace. We are 10-15 minutes up the mountain and partially off-grid with little to no cell reception but with a great WiFi connection. There are a total of 7 guest accommodations (including this one) spread out over our developed 3 acres, making it always a very private experience and easy to distance.

Jun 10 – 17

G$27,583 GYD per night

Guest favorite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 632 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!

Oct 10 – 17

G$15,871 GYD per night

Guest favorite

Home in Aptos

4.94 out of 5 average rating, 304 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, gourmet kitchen and the charm of beach living.

Dec 12 – 19

G$220,793 GYD per night

Guest favorite

Guest suite in San Jose

4.94 out of 5 average rating, 108 reviews

Private Queen Suite-Private Entry, Pool & Hot Tub

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Campbell and Willow Glen. We follow all cleaning guidelines to protect the health of all guests. 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 in our serene and safe neighborhood. Very high speed internet is included.

Oct 9 – 16

G$30,665 GYD per night

Guest favorite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 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.

Sep 19 – 26

G$31,837 GYD per night

Guest favorite

Home in Aptos

4.99 out of 5 average rating, 117 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 May-September (APRIL PM by request). Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

Sep 30 – Oct 7

G$158,961 GYD per night

Guest favorite

Condo in Aptos

4.85 out of 5 average rating, 173 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!

Dec 1 – 8

G$95,201 GYD per night

Guest favorite

Condo in Aptos

4.99 out of 5 average rating, 107 reviews

Beach View Condo @ Seascape Beach Resort, Aptos CA

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 3 swimming pools and spas, 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.

Feb 11 – 18

G$108,154 GYD per night

Guest favorite

Condo in Aptos

4.95 out of 5 average rating, 128 reviews

Premium Villa - Ocean View -Heated Pools -Seascape

Enjoy a sweeping coastal view with this condo located in the Seascape Beach Resort with the convenience of a short walk to the soft sandy beach where you can enjoy watching the gentle waves or build sandcastles. Don't like sand? Relax at any of three heated sparkling pools, then retire back to your room to unwind on your balcony while enjoying the stunning California sunset. You'll find this well appointed, ground level, luxury one bedroom condo to be perfect for your vacation.

Mar 25 – Apr 1

G$61,035 GYD per night

Guest favorite

Townhouse in Aptos

4.93 out of 5 average rating, 225 reviews

Spring Promos-2 Bed Ocean Front w/Pools + Hot Tub

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!

Oct 16 – 23

G$69,312 GYD per night

Guest favorite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 862 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!

Jul 20 – 27

G$48,819 GYD per night

Guest favorite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 187 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Dec 20 – 27

G$38,619 GYD per night