
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.

Relax + Unwind in Brand New 2BD Modern Bch Retreat
Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

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!

Royal Villa - Ocean View - Heated Pools - Seascape
If you're looking for the best, you've found it. There's not a larger or better 1 bedroom condo in the main building at Seascape. It is the only 864 sq ft end unit with ocean view balcony and lots of windows to let the light in! Oh, and has a actual kitchen with a full size fridge and dishwasher. No matter what special occasion brings you to town, this is the condo you will want stay in! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities.

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.

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.

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.

Deluxe Spa Suite-Ocean View-Allergy Friendly!
*Amazing Ocean Views of Monterey Bay beyond the gorgeous lawns & fountains that greet you off of the patio of this beautiful Seascape Resort fully remodeled Luxury Spa Suite. Spend your days playing on the beach & evenings soaking in your in-room spa tub with a fireplace flickering in the background. Leave the slider open & listen to the frogs sing! Allergy friendly practices in place to make your stay even more enjoyable! **ATTENTION: Ongoing Balcony Project-See Other Things To Note!!!

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.

WinterSales- 2 bed 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!

Spectacular Ocean View- Heated Pool & Spa Seascape
Relax at this beautiful, peaceful place to stay with an amazing ocean view! This 1 bedroom condo at Seascape Resort is the perfect getaway if you're looking to go to the beach, check out amazing restaurants, enjoy the boardwalk, or hit up nearby beach towns shops. This condo has been updated and is prepared spotless each time. Seascape Resort is located nicely at the center of Monterey Bay making it easy to visit Santa Cruz, Capitola, Monterey, Carmel and more!

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!

Luxury Garden View - Relax and Unwind - Seascape
About This Condo NO AIRBNB FEES! Endless possibilities await you and this cozy beach resort! A stunning beach one-bedroom condo that has a stylishly decorated and recently remodeled interior that can accommodate up to a family of 4 with a super comfortable KING bed in the bedroom and a QUEEN sofa sleeper in the living room. Lots of extra amenities as well to make it relaxing and fun! We offer a 15% discount for weekly stays!
Popular amenities for Santa Cruz County rentals with a pool
House rentals with a pool

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Beautiful Large 4BR Home with POOL

Santa Cruz Beach House with Pool & Spa

Family Getaway Villa

Two Bedroom Condo With Great Ocean Views!

Retromodern | Pool | Games | 2LV

Old Amesti Schoolhouse mid-bay amidst farmland

Nuby's Bed & Breakfast (SCC Permit #251085)
Condo rentals with a pool

Seascape Oceanview Luxury 2B w/theater walk2beach

Seascape Ocean View Condo

Seascape Resort Villa Beautiful Ocean View Sleep 6

OCEAN Views and Steps from the BEACH, New & Modern

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Breathtaking Panoramic Oceanfront! Walk-Out w/Pool
Other holiday rentals with a pool

Alpine Zen Retreat

Seascape Ocean Front Villa

Corner Unit Condo at Seascape

Perfect home with pool for family vacations!

Huckleberry Woods Sanctuary: Pool and Spa

La Selva Seaside Sanctuary

Shore del Mar Unit #I | Oceanfront Vacation Rental

Epic Farmhouse in Wine Country • Hot Tub • Views
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- Santa Cruz Beach
- Stanford University
- Capitola Beach
- Monterey Bay Aquarium
- Carmel Beach
- Rio Del Mar Beach
- Carmel Beach
- Seacliff State Beach
- SAP Center
- Henry Cowell Redwoods State Park
- Montara Beach
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House
- California’S Great America
- Asilomar State Beach
- Manresa Main State Beach
- Half Moon Bay State Beach
- Natural Bridges State Beach
- Sunset State Beach - California State Parks
- Gilroy Gardens Family Theme Park
- New Brighton State Beach
- Bonny Doon Beach
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