
Holiday rentals with a pool in Monterey
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Monterey

Total holiday rentals
Explore 100 holiday rentals in Monterey

Nightly prices starting at
Monterey holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,950 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Monterey holiday rentals include wifi access

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

4.7 Average rating
Monterey stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Monterey
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oceanfront Retreat w/Private HotTub
Welcome to Monterey Hideaway, our remodeled oceanfront home in the private, gated Monterey Dunes Colony. A 30-second boardwalk stroll leads to miles of peaceful, uncrowded beach. Perched above the dunes, the living and dining rooms offer panoramic ocean views and stunning sunsets. Watch for whales from the window seat and drift off to the soothing sound of waves. Perfect for family gatherings or three couples, our home features three private king suites with ensuite bathrooms and a bonus loft

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!

Walk to the beach, panoramic ocean view, and pool!
Kick back and relax in this calm, stylish space. With panoramic views of the pacific, chances are you'll see dolphins, otters, and even whales during season. Leave the doors open and nap to the sound of the waves hitting the shore! Heated pool on property & less than a 5-minute walk to the beach, restaurants, drinks, coffee, sandwiches and more! Recently upgraded with brand new flooring throughout condo, fireplace with mounted large smart tv (perf for movie nights!), soaking tub and comfy beds!

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!

Oceanfront beach house with private hot tub
This home has a spacious layout with private beach access . Only a half minute walk to the natural beach with panoramic views of Monterey Bay. Relax in the private hot tub as waves crash in the background( WE JUST INSTALLED NEW Hot tub )There are beautiful ocean views from all rooms. Breathtaking sunsets are an evening routine. Whales and dolphins can be seen from the comforts of the bed or couch. The house is a perfect setup for one big family, or two families with small children .

Old Amesti Schoolhouse mid-bay amidst farmland
This 100 year old school house surrounded by organic farms in the Pajaro Valley is a great starting point for your adventures in the Monterey Bay. From here you can reach Santa Cruz to the North or Monterey to the south in 30 minutes. When you are finished sightseeing come back to this comfortable home. A major renovation was recently completed to update the electrical, heating and plumbing yet preserving as much of the past as possible. Outside enjoy the pool, spa or game areas.

Monterey Dunes Oceanfront Beach House
The Monterey Dunes Colony is a picturesque gated community on the beach sitting between Monterey and Santa Cruz. This house features 3 bedrooms and 2 bathrooms with a beautiful ocean view and private beach access. The Master, main living area, and kitchen have beautiful views of the Pacific Ocean. You can watch dolphins and whales from the comfort of the kitchen table. Beautiful sunsets are a daily occurrence. This house is great for a large family or 2 smaller families.

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!

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!

Stay Alpha Home • Modern Redwood Retreat with Pool
Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!
Popular amenities for Monterey rentals with a pool
House rentals with a pool

Monterey Bay Oasis on the Ocean!

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Toro Park Sunshine | Pool & Hot Tub

Santa Cruz Beach House with Pool & Spa

Poppy Farm

Alpine Zen Retreat with heated pool, sauna and spa

2-Acre Country Creek Retreat | Pool, Spa & Firepit

Beautiful 4 BD home, Brand New Pool and Hot Tub
Apartment rentals with a pool

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Aptos Condo with Spectacular Ocean Views

OceanView Fully Equipped Ground Villa & Next2 Pool

Beach View Condo - Heated Pool - Seascape Resort

Seascape Resort Villa Beautiful Ocean View Sleep 6

Seascape Ocean View Condo

OCEAN Views and Steps from the BEACH, New & Modern

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

Luxury Tent - Lower Grove

Guest House in Sunny Carmel Valley

Sanctuary in Sierra Azul Open Space Preserve

*Official Resort Listing*DLX Ocean View 2 BD Villa

Luxury garden villa w/ hot tub and game room

Seascape Escape! Now Featuring Private Pool/Spa

Luxury Villa - Flora View - Ground Level -Seascape

Newly remodeled luxury 2BR 2BA
When is the best time to visit Monterey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 SGD | $173 SGD | $188 SGD | $201 SGD | $197 SGD | $233 SGD | $280 SGD | $346 SGD | $247 SGD | $179 SGD | $175 SGD | $173 SGD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 15°C | 16°C | 17°C | 18°C | 18°C | 17°C | 13°C | 11°C |
Destinations to explore
- Los Angeles Holiday rentals
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Long Beach Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- West Hollywood Holiday rentals
- Santa Monica Holiday rentals
- Anaheim Holiday rentals
- Sacramento Holiday rentals
- Oakland Holiday rentals
- Villa rentals Monterey
- Rentals with a hot tub Monterey
- Family-friendly rentals Monterey
- Beach house rentals Monterey
- Boutique hotels Monterey
- House rentals Monterey
- Cottage rentals Monterey
- Beach apartment rentals Monterey
- Guest house rentals Monterey
- Bed and breakfasts Monterey
- Apartment rentals Monterey
- Rentals with breakfast Monterey
- Pet-friendly rentals Monterey
- Private suite rentals Monterey
- Cabin rentals Monterey
- Flat rentals Monterey
- Hotel rooms Monterey
- Rentals with lake access Monterey
- Rentals with beach access Monterey
- Beachfront rentals Monterey
- Waterfront rentals Monterey
- Rentals with pools Monterey County
- Rentals with pools California
- Rentals with pools United States
- Monterey Bay Aquarium
- Santa Cruz Beach Boardwalk
- Santa Cruz Beach
- Pinnacles National Park
- Capitola Beach
- Carmel Beach
- Big Sur Campground & Cabins
- Carmel Beach
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Pfeiffer Beach
- Pebble Beach Golf Links
- Seacliff State Beach
- Gilroy Gardens Family Theme Park
- Big Basin Redwoods State Park
- Asilomar State Beach
- Winchester Mystery House
- Natural Bridges State Beach
- Manresa Main State Beach
- Twin Lakes State Beach
- Seabright Beach
- Davenport Beach
- Santa Cruz Wharf
- WeatherTech Raceway Laguna Seca
- Things to do Monterey
- Food and drink Monterey
- Sports activities Monterey
- Nature and outdoors Monterey
- Water sports Monterey
- Things to do Monterey County
- Sports activities Monterey County
- Food and drink Monterey County
- Outdoors Monterey County
- Nature and outdoors Monterey County
- Sightseeing Monterey County
- Water sports Monterey County
- Things to do California
- Tours California
- Art workshops California
- Landmarks California
- Food and drink California
- Flying California
- Cooking California
- Tastings California
- Wildlife California
- Sightseeing California
- Wellness California
- Nature and outdoors California
- Food tours California
- Museums California
- Outdoors California
- Cultural tours California
- Entertainment California
- Shopping and fashion California
- Art and culture California
- Performances California
- Galleries California
- Water sports California
- Workouts California
- Sports activities California
- Dining California
- Architecture California
- Things to do United States
- Shopping and fashion United States
- Museums United States
- Dining United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Cultural tours United States
- Entertainment United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Sports activities United States
- Art and culture United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Nature and outdoors United States
- Outdoors United States
- Beauty United States







