Vacation rentals with a pool in Santa Cruz

Guest suite in Scotts Valley

A tranquil pool area is visible from a balcony, featuring clear blue water surrounded by a concrete patio. Lounge chairs and an umbrella provide shaded seating, while greenery adds a natural touch to the serene outdoor space.

4.96 out of 5 average rating, 726 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!

4.99 out of 5 average rating, 329 reviews

A tranquil pool area is surrounded by lush greenery and rustic wooden structures. The clear water reflects the trees and sunlight above. A wooden deck offers space for relaxation, while adjacent seating arrangements and a grill provide options for outdoor enjoyment.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

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, 426 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.

4.95 out of 5 average rating, 149 reviews

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

Guest suite in Cambrian

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.

A welcome sign for Rio Del Mar Beach is prominently displayed amid colorful flowering plants. The backdrop features a vibrant sunset, casting warm hues over the surrounding area, while palm trees frame the scene, creating a coastal atmosphere. Nearby, a parking area is visible.

4.98 out of 5 average rating, 175 reviews

Stunning Views @ RDM BCH w/Attached Garage

Sheltered from the west winds off the sunny north shore of the Monterey Bay, the Pacific Ocean is the panoramic view of this spacious landmark beach condo in the coastal village of Rio Del Mar. Built in 1970, pride and respect for friends and neighbors is the hallmark of this overlook. Come breathe in the sea air, pour a glass of wine and watch the sea come to life with a toast to a lovely sunset. Wrap up your evening stargazing on the deck and awake to sound of waves crashing on the shore.

Superhost

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, 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.

A tranquil swimming pool is surrounded by landscaped gardens and sun loungers, inviting relaxation. Umbrellas provide shade, while the ocean can be seen in the background. The area reflects a serene atmosphere, perfect for enjoying time by the water.

4.99 out of 5 average rating, 146 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.

4.94 out of 5 average rating, 111 reviews

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

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.

4.99 out of 5 average rating, 183 reviews

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

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!

4.93 out of 5 average rating, 295 reviews

Townhouse in Aptos

2 Bed Ocean Front condo w/Pools+HotTub-2 Balconies

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!

Guesthouse in Almaden Valley

The outdoor pool is framed by a spacious deck, featuring a stone cabana with large glass doors. Surrounding greenery adds a natural touch, while clear blue skies create a serene atmosphere. Sun loungers are positioned nearby, inviting relaxation by the refreshing water.

4.97 out of 5 average rating, 969 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!

4.93 out of 5 average rating, 364 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Silicon Valley Luxury I Sauna, Hot Tub, Pool

Secluded, peaceful 1,500 sq. ft. hillside escape for couples, nature lovers & business travelers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access & abundant wildlife. Features a fully equipped kitchen, pool table, fireplace, sauna, saline hot tub & pool. Fast fiber-optic WiFi for work & streaming. Prime location: I-280 (1.5 mi), Los Altos dining/shopping (3 mi), Mountain View (5 mi), Cupertino (8 mi), Palo Alto (9 mi).

Vacation rentals for every style

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Popular amenities for Santa Cruz rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

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

4.8 out of 5 average rating, 206 reviews

Beautiful Large 4BR Home with POOL

MoniqueRating, 5 stars1 week ago

Gwen’s place was great!! Spacious with a very nice backyard with a pool. I wish we had more time to enjoy it!!

4.98 out of 5 average rating, 42 reviews

An aerial view captures a spacious home nestled among lush greenery. A distinctive pool, featuring a natural shape, is surrounded by a wooden deck and seating areas. Large windows reflect the surrounding trees, enhancing the integration of indoor and outdoor living.

Home in Santa Cruz

Alpine Retreat w/Pool, Sauna, and Soaking tub LS1

KatsiarynaRating, 5 stars1 month ago

We had friends retreat for 8 people. One of the best houses and client service we experienced. It has everything we needed and more! Everything is new, sparkling clean and high quality. Kitchen is equipped with professional appliances. Location is very close to fun activities, but you easily can stay at home and chill in pool, soaking tub and sauna. We definitely want to book this place again for the next year.

4.89 out of 5 average rating, 160 reviews

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

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars5 days ago

Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!

4.9 out of 5 average rating, 157 reviews

A rectangular swimming pool is visible, surrounded by a concrete deck. Four white lounge chairs are positioned nearby, and a set of stairs leads up to a wooden fence at the back. The water is clear and inviting, reflecting natural light.

Home in Monterey

Monterey Bay Oasis on the Ocean!

GregoryRating, 5 stars2 weeks ago

Fantastic location and home for a family get-away. Much to see and do on site and in the local area. The home is very comfortable and welcoming with all the amenities you might need and more. Can’t wait to book again!

4.92 out of 5 average rating, 64 reviews

The image captures a modern home illuminated at night, with large glass doors opening to reveal a dining and kitchen area. The reflections of the structure and overhead lighting shimmer in the clear, blue pool water, creating a serene ambiance.

Home in Felton

Redwood Oasis - Private Heated Pool by State Park!

Victoria And JasonRating, 5 stars6 months ago

Everything about our stay was fantastic!! The beds, the pool, the town…the three of us loved this Airbnb and look forward to coming back. Swimming in a heated pool in the winter is a heavenly experience.

4.92 out of 5 average rating, 567 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

SachinRating, 5 stars1 week ago

We had a lovely weekend with our family celebrating a birthday. The place was perfect for hosting 6 of us, walking to the beach and then driving up to Capitola and other towns very close by for celebration dinners. We enjoyed staying here and would definitely recommend others to consider for a beach getaway.

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

BaharehRating, 5 stars14 months ago

The house was great for our family stay. Lots of space, all on one level, and beautiful outdoor space. We travelled with our kids and they had a great time in the pool :) Note there is extra cost if you want the pool to be heated. Thanks for a great stay!

4.96 out of 5 average rating, 190 reviews

Home in Castroville

Oceanfront Retreat w/Private HotTub

AndrewRating, 5 stars1 week ago

For a great get away this place is fantastic l, Really enjoyed our stay it’s best for staying local and Allison had great recommendations for food and local sites..

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Condo rentals with a pool

An aerial view of the pool area reveals an inviting shape surrounded by lounge chairs and blue umbrellas. The ocean is visible in the distance, framed by nearby trees and the condo units, offering a serene setting for relaxation.

4.81 out of 5 average rating, 197 reviews

Seascape Ocean View Condo

YvonneRating, 5 stars2 days ago

Kristina’s place was absolutely beautiful and exactly as pictured. Breath taking ocean views and a short 5 minutes down to the beach. Kristina was very friendly checking in with us to make sure our trip was going good and if we needed anything. Would definitely stay here again !!! Great host great place and beautiful city !!

A clear view of the pool area is presented, featuring a well-maintained swimming pool bordered by lounge chairs. Lush landscaping, including palm trees and shrubs, surrounds the pool, while nearby buildings complete the scenic backdrop.

4.97 out of 5 average rating, 121 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

LenaRating, 5 stars2 months ago

We had a wonderful short getaway at Sue’s place! The condo is just steps from the beach, pool, and jacuzzi. Falling asleep to the sound of the waves was relaxing, and the ocean breeze was very refreshing. It was exactly what we needed to reset and recharge. Everything was just as described, and we would stay here again! Thank you, Sue!

4.96 out of 5 average rating, 98 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

LoriRating, 5 stars3 weeks ago

What a beautiful villa! the view was amazing. The beach looks much closer in person, and the hosts were great.We loved it and would recommend to everyone.

A spacious living area is furnished with comfortable blue sofas and a round dining table surrounded by blue chairs. Large windows offer natural light and reveal views of the ocean. A fireplace adds a cozy touch, while artwork depicting serene beach scenes adorns the walls.

5 out of 5 average rating, 13 reviews

Beautiful Ocean View -Seascape Prime Location

AllisonRating, 5 stars1 week ago

David was a fabulous host!!! He was kind, accommodating, and quick to respond! The villa was a perfect location and the view was beautiful! The location is central to the pool & spa and restaurant. The villa was top notch, with several additional high quality touches which made the stay even more enjoyable. From the YETI mugs and YETI ice box, to the JBL speaker and coffee station. The bedding and decor was gorgeous and the vibe of the villa is coastal chic and peaceful! The guest book at the villa is so unique too! I 100% recommend this villa and David! Thank you, David for a wonderful experience! Blessings!

The image captures a serene resort pool surrounded by lush landscaping and palm trees, with the ocean visible in the background. Sunlight illuminates the area, reflecting off the water. Loungers are positioned neatly around the pool, offering a scenic view of the coast.

4.86 out of 5 average rating, 180 reviews

Beach Front Villa at Seascape Resort

CheshtaRating, 5 stars2 weeks ago

It was a great stay. We loved our time there and would definitely visit again.

The living area features a spacious blue sofa and elegant armchairs, arranged around a coffee table. A large mirror reflects light and opens up the space. The kitchen, visible in the background, includes modern appliances and white cabinetry. Soft lighting enhances the inviting ambiance.

5 out of 5 average rating, 94 reviews

Oceanview Villa w/ 2 Decks, Pools & Fireplace

BinduRating, 5 stars3 weeks ago

I don’t know where to begin. As soon as we entered the property, everything was perfect! From the beautiful decor to all the amenities one could need, she truly did an amazing job for her guests. I will definitely return to this house and bring my family with me. Thank you so much for the wonderful bar setup and for the flowers and cake for my husband. You will surely have more guests coming your way. I will always remember this visit; she even offered me an extra night, which was very kind of her. Annie is a fantastic host!

An inviting outdoor space features a heated pool and a fire pit, surrounded by landscaped areas. Adirondack chairs are positioned near the fire pit. Soft lighting from the building enhances the serene atmosphere as dusk settles over the horizon.

4.91 out of 5 average rating, 162 reviews

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Joyce ERating, 5 stars1 week ago

This location is ideal for those who like easy access to hiking, walking, beach, pools etc. Also a short drive to Capitola, and Santa Cruz to the North. Views from the balcony are way better than the pictures. Stay here, you will not be disappointed.

Superhost

A swimming pool is framed by a concrete deck, with four lounge chairs positioned nearby. The area features a safety ring mounted on the wall, and sunlight reflects off the water's surface, creating a bright environment. Surrounding the pool are several multi-story buildings.