
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.

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace
Spectacular ocean view condo with views towards Monterey AND Santa Cruz. Yes, you have the sunrise and sunset from both decks. Two story Seascape Villa, South Bluff. Very well designed space with living room, kitchen, deck & powder room on first floor, two bedrooms, two bathrooms, and a second deck upstairs. WiFi, free parking, ONE heated pool on the NORTH BLUFF, short walk down to the beach on a special path. L’Occitane Shampoo/Conditioner/Lotion, Nespresso for coffee. Bartesian Cocktail Maker.

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!

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, 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!

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!

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.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway and World Cup spot! Enjoy your private suite, bathroom and large smart TV with all the action. Located within 3 miles of downtown Los Gatos and Campbell great food options. Levi's Stadium 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.

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.

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.

Luxury Villa - Flora View - Ground Level -Seascape
Looking for the perfect beach vacation at a reasonable price? Your search is over! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities. Stroll the shops in Capitola, visit Santa Cruz Beach Boardwalk, taste at a Mountain Winery.... endless possibilities await you! This luxury, ground level, one bedroom condo sits peacefully to the side of the main resort over looking the vegetation along the path to the Rio Del Mar Beach!

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!

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!
Popular amenities for Santa Cruz County rentals with a pool
House rentals with a pool

Alpine Zen Retreat with heated pool, sauna and spa

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Beautiful Large 4BR Home with POOL

Santa Cruz Beach House with Pool & Spa

Redwood Oasis - Private Heated Pool by State Park!

2-Acre Creek Estate: Pool, Spa & Firepit

Old Amesti Schoolhouse mid-bay amidst farmland

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

Seascape Ocean View Condo

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

Seascape OceanView Condo - Heated pool and Jacuzzi

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

OCEAN Views and Steps from the BEACH, New & Modern

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Rare Oceanview Studio Seascape Resort!
Other holiday rentals with a pool

Quiet Poolside Cottage for Solitude

Walk to the beach, panoramic ocean view, and pool!

Ocean View at Seascape with Private Balcony

Stay Alpha Home • Modern Redwood Retreat with Pool

Corner Unit Condo at Seascape

Seascape Escape! Now Featuring Private Pool/Spa

Los Gatos Villa: hot tub, sauna, pool, and huge yard

D’s Garden Cottage
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Capitola Beach
- Santa Cruz Beach Boardwalk
- Carmel Beach
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Carmel Beach
- Seacliff State Beach
- California’S Great America
- Montara Beach
- Gilroy Gardens Family Theme Park
- Pebble Beach Golf Links
- Winchester Mystery House
- Asilomar State Beach
- Big Basin Redwoods State Park
- Natural Bridges State Beach
- Manresa Main State Beach
- Pacifica State Beach
- Googleplex
- Twin Lakes State Beach
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