
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.

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!

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.

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.

Silicon Valley Work Retreat | Wellness Oasis
Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

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.

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.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom
VR#111596 Seemingly remote & private yet so close to everything, single level home with massive deck on 2 1/2 acres backs to park and trails. The cook’s kitchen & herb garden overlook our meadow. The hot tub, outdoor living room & garden shower are just a few of the surprises you will uncover. The 350 heritage oak tree with 10,000 sq ft canopy is a magnet for wildlife. Ask about detached office if you need to work from home; the internet is great. Polite well trained pets ok.

2 bed Ocean Front condo +2 balconies! 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 rentals with a pool
House rentals with a pool

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Oceanfront beach house with private hot tub

Seascape Ocean Front Villa

Beautiful Large 4BR Home with POOL

Santa Cruz Beach House with Pool & Spa

Little Poolside House near Downtown Mountain View!

Monterey Bay Oasis on the Ocean!

Old Amesti Schoolhouse mid-bay amidst farmland
Apartment rentals with a pool

Seascape Resort Villa Beautiful Ocean View Sleep 6

OCEAN Views and Steps from the BEACH, New & Modern

Monterey Bay Sanctuary Beach resort

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Sandpiper by the Sea

Spacious Top Floor Condo Retreat
Other holiday rentals with a pool

Bright Studio Suite King Bed with Kitchen

Ocean View at Seascape with Private Balcony

Charming 1 bedroom, 1 bath, 2 Story Condo.

Zen Japan-inspired Suite - Resort hot tub/pool/gym

Classic Santa Cruz Getaway!

1BR/1BA Near Santana Row | Work-Friendly + Parking

Nuby's Bed & Breakfast (SCC Permit #251085)

D’s Garden Cottage
When is the best time to visit Santa Cruz?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 SGD | $312 SGD | $339 SGD | $366 SGD | $376 SGD | $397 SGD | $441 SGD | $409 SGD | $337 SGD | $306 SGD | $331 SGD | $325 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Santa Cruz

Total holiday rentals
Explore 100 holiday rentals in Santa Cruz

Nightly prices starting at
Santa Cruz holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 8,320 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Santa Cruz holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Cruz rentals

4.7 Average rating
Santa Cruz stays receive an average rating of 4.7 out of 5 from guests
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- Santa Cruz Beach
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- Stanford University
- Monterey Bay Aquarium
- Carmel Beach
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- California’S Great America
- SAP Center
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- Winchester Mystery House
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- Sunset State Beach - California State Parks
- Natural Bridges State Beach
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- New Brighton State Beach
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- Gilroy Gardens Family Theme Park
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