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Holiday rentals with a pool in Santa Cruz

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Cruz

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

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Apartment in Aptos

4.81 out of 5 average rating, 113 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 favourite

Home in Newark

4.93 out of 5 average rating, 121 reviews

Modern Cozy Oasis | Silicon Valley | Private Pool

*NO PARTIES/GATHERINGS * *SWIMMING POOL IS NOT HEATED* Located within a safe & quiet neighborhood. Just minutes to lake & hiking trails! Along with easy access to Silicon Valley tech companies like Meta, Tesla & LUCID. Less than an hour drive to San Francisco. 30 minutes drive to Oakland and San Jose. - 4 stylish bedrooms for ultimate relaxation - Modern gourmet kitchen for delicious meals - Relax in the light-filled sunroom - Unwind in the private, inviting pool area - Dedicated workstation

Guest favourite

Guest suite in Aptos

4.92 out of 5 average rating, 170 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

Guest favourite

Home in Mountain View

4.91 out of 5 average rating, 139 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!

Guest favourite

Guest house in Monte Sereno

4.98 out of 5 average rating, 417 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.

Guest favourite

Guest suite in Willow Glen

4.95 out of 5 average rating, 137 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. 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 in our serene and safe neighborhood. Very high speed internet is included.

Home in Ben Lomond

4.95 out of 5 average rating, 108 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 suite in East San Jose

4.86 out of 5 average rating, 703 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.

Apartment in Aptos

4.8 out of 5 average rating, 172 reviews

Pool and Stunning Ocean Views at Seascape Resort!

Breathtaking ocean views and lush green grounds await you. Enjoy the convenience of multiple swimming pools, hot tubs, a gas fire pit with outdoor seating, or a stroll to the beach. The condo has 2 primary bedrooms, an open floorplan, multiple ocean peeks, and a fully stocked kitchen. Sip your favorite bev on our patio or balcony while enjoying the views. This is a NO PETS/NO SMOKING property. 6 guests max (including children) Super clean and we would be HAPPY to have YOU!

Home in San Jose

4.81 out of 5 average rating, 309 reviews

Downtown Oasis with Heated Pool and EV charger

Spacious Victorian with POOL and SPA 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.

Home in Willow Glen

4.81 out of 5 average rating, 197 reviews

Beautiful Large 4BR Home with POOL

Need a vacation or a great place to stay on a business trip in the Bay area in San Jose? Look no further as you'll love this "Resort" style, 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. Minutes from downtown San Jose. Family and business friendly. Fully equipped kitchen. Fast WiFi, Central Heating and AC.

Guest favourite

Guest house in Willow Glen

4.97 out of 5 average rating, 589 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 open), hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

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Popular amenities for Santa Cruz rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Ben Lomond

4.95 out of 5 average rating, 129 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

Guest favourite

Home in Monterey

4.9 out of 5 average rating, 149 reviews

Monterey Bay Oasis on the Ocean!

Guest favourite

Home in Felton

4.92 out of 5 average rating, 63 reviews

Redwood Oasis - Private Heated Pool by State Park!

Guest favourite

Home in San Jose

4.86 out of 5 average rating, 43 reviews

Perfect home to spent for the holidays

Guest favourite

Home in Campbell

4.95 out of 5 average rating, 75 reviews

Luxury Carbon-Neutral Home With Pool

Home in Almaden Valley

4.88 out of 5 average rating, 8 reviews

On Golf Course Almaden Country Club w views.

Guest favourite

Home in Aptos

4.92 out of 5 average rating, 540 reviews

Relax Watch Waves Crash Chic + Modern 3BD

Guest favourite

Home in San Jose

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Apartment rentals with a pool

Guest favourite

Apartment in Aptos

4.81 out of 5 average rating, 189 reviews

Seascape Ocean View Condo

Guest favourite

Apartment in Marina

4.98 out of 5 average rating, 52 reviews

Monterey Bay Sanctuary Beach resort

Apartment in San Jose

4.67 out of 5 average rating, 3 reviews

Charming 1 bedroom, 1 bath, 2 Story Condo.

Guest favourite

Apartment in Aptos

4.95 out of 5 average rating, 82 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

Guest favourite

Apartment in Aptos

4.85 out of 5 average rating, 178 reviews

Beach Front Villa at Seascape Resort

Guest favourite

Apartment in Aptos

5 out of 5 average rating, 84 reviews

Full Ocean View, 2 decks, lots of extras

Guest favourite

Apartment in Mountain View

4.95 out of 5 average rating, 127 reviews

Spacious Top Floor Condo Retreat

Apartment in Aptos

4.79 out of 5 average rating, 244 reviews

Sandpiper by the Sea Condo

Quick stats about holiday rentals with a pool in Santa Cruz

Total rentals
70 properties
Nightly prices starting at
$68 SGD before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore