
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!

Royal Villa - Ocean View - Heated Pool - 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.

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.

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.

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.

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!

Stunning Views @ RDM BCH w/Attached Garage
Escape to the sunny north shore of the Monterey Bay, to our landmark spacious beach condo with panoramic Pacific Ocean views 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.

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!

Seascape Beach Resort condo with ocean view
Enjoy the sights and sounds of the Monterey Bay from our newly remodeled, Seascape Beach Resort Condo located in Aptos. It is a single level unit with 2 bedrooms and 2 bathrooms, a new fireplace, a balcony with white water, ocean views, a fully stocked coffee bar, new mattresses and updated furniture. You will have access to the North Bluff pool and North Bluff jacuzzi, the on-site restaurant / bar and easy beach access.
Popular amenities for Santa Cruz rentals with a pool
House rentals with a pool

Oceanfront beach house with private hot tub

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

Oceanfront Retreat w/Private HotTub

3 BR Home on Vineyard nr Palo Alto & Stanford
Apartment rentals with a pool

Seascape Ocean View Condo

Seascape Resort Villa Beautiful Ocean View Sleep 6

2 BD Ocean Views at Seascape Resort North Bluff!

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

Sandpiper by the Sea
Other holiday rentals with a pool

Luxury Living in Menlo Park!

Seascape Ocean Front Villa

Ocean View at Seascape with Private Balcony

Menlo Park 2bd @ Sandhill near Stanford - Pool, Gym

The Hilltop Venue w/pool, fire pits & views-241155

Luxe Apartment Downtown San Jose w/ Gym, Pool

Dunes Sea Haven: Ocean Front 3br 3ba

On Beach Near Monterey, Spacious 2BDRM 2BATH Condo
When is the best time to visit Santa Cruz?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 SGD | $303 SGD | $329 SGD | $355 SGD | $365 SGD | $386 SGD | $429 SGD | $397 SGD | $327 SGD | $310 SGD | $310 SGD | $310 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 $101 SGD per night before taxes and fees

Verified guest reviews
Over 8,850 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
70 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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- Stanford University
- Santa Cruz Beach
- Capitola Beach
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Carmel Beach
- Seacliff State Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Henry Cowell Redwoods State Park
- Levi’s Stadium
- Montara Beach
- Winchester Mystery House
- California’S Great America
- Davenport Beach
- Carmel Beach
- Asilomar State Beach
- Twin Lakes State Beach
- Gilroy Gardens Family Theme Park
- Googleplex
- Manresa Main State Beach
- Natural Bridges State Beach
- Pebble Beach Golf Links
- The Forest of Nisene Marks State Park
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