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

Total vacation rentals
Explore 100 vacation rentals in Monterey

Nightly prices starting at
Monterey vacation rentals start at R 801 ZAR per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Monterey vacation rentals include wi-fi 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.

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.

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

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.

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!

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.

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!

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 Monterey rentals with a pool
House rentals with a pool

Private Pool Villa for family getaways

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

Alpine Zen Retreat with heated pool, sauna and spa

Poppy Farm

Monterey Dunes 294 - On the Beach!
Condo rentals with a pool

Aptos Condo with Spectacular Ocean Views

Beach Front Villa at Seascape Resort

OceanView Fully Equipped Ground Villa & Next2 Pool

Seascape Resort Villa Beautiful Ocean View Sleep 6

OCEAN Views and Steps from the BEACH, New & Modern

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Rare Oceanview Studio Seascape Resort!

Seascape Ocean View Condo
Other vacation rentals with a pool

Luxury Tent - Lower Grove

*Official Resort Listing* Partial View 2 BDR Villa

Sanctuary in Sierra Azul Open Space Preserve

Guest House in Sunny Carmel Valley

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 2,115 ZAR | R 2,163 ZAR | R 2,355 ZAR | R 2,516 ZAR | R 2,467 ZAR | R 2,916 ZAR | R 3,509 ZAR | R 4,342 ZAR | R 3,092 ZAR | R 2,243 ZAR | R 2,195 ZAR | R 2,163 ZAR |
| 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 |
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- Monterey Bay Aquarium
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