
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 $70 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Monterey vacation 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

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!

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 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 .

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.

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!

Cabin (ca-ba-na);a private retreat next to a pool
Located in a historical neighborhood dating to the early 1930's. The cabana has lots of natural light. Privacy walls. A private patio and entrance. The spacious cabana features a stone fireplace, a grand queen bed, large bathroom with a shower for 2. The vibe is of peace and serenity. The colors are muted and sparsely decorated. The bed sheets, pillow and mattress protectors and blanket are changed after each stay. The bath towels are warm. ZEN!

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!

Deluxe Spa Suite-Ocean View-Allergy Friendly!
Amazing Ocean Views of Monterey Bay beyond the gorgeous lawns & fountains that greet you off of the patio of this beautiful Seascape Resort fully remodeled Luxury Spa Suite. Spend your days playing on the beach & evenings soaking in your in-room spa tub with a fireplace flickering in the background. Leave the slider open & listen to the frogs sing! Allergy friendly practices in place to make your stay even more enjoyable!

28 Sec Walk to Beach with Private steam shower
This beachfront oasis, nestled in a gated community between Monterey and Santa Cruz, offers stunning ocean views, private beach access, and a recently remodeled interior. Ideal for 1 big family or 2 small families, the 3-bedroom, 3-bathroom house features a steam shower, a split-level design, and sleeps 7. Enjoy breathtaking sunsets, whale watching, and easy access to nearby attractions.
Popular amenities for Monterey 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

Poppy Farm

Santa Cruz Beach House with Pool & Spa

Monterey Bay Oasis on the Ocean!

Redwood Oasis - Private Heated Pool by State Park!

2-Acre Country Estate | Pool, Spa & Creek

Home near Pebble Beach, Carmel, Monterey
Condo rentals with a pool

Seascape Ocean View Condo

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

Beach Front Villa and Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz
Other vacation rentals with a pool

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

On Beach Near Monterey, Large 2BDRM 2BATH Condo#2

Adorable Country Cottage WITH POOL!

Seascape Escape! Now Featuring Private Pool/Spa

Monterey Bay beach getaway 2BR

Luxury Villa - Flora View - Ground Level -Seascape

Cabana in Sierra Azul Open Space Preserve

500 Feet from Beach: 2BR with Resort Amenities
When is the best time to visit Monterey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 CAD | $190 CAD | $207 CAD | $281 CAD | $306 CAD | $302 CAD | $308 CAD | $381 CAD | $271 CAD | $197 CAD | $193 CAD | $190 CAD |
| 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
- Santa Cruz Beach
- Pinnacles National Park
- Santa Cruz Beach Boardwalk
- Capitola Beach
- Carmel Beach
- Big Sur Campground & Cabins
- Henry Cowell Redwoods State Park
- Carmel Beach
- Pfeiffer Beach
- Rio Del Mar Beach
- Seacliff State Beach
- Pebble Beach Golf Links
- Gilroy Gardens Family Theme Park
- Asilomar State Beach
- Big Basin Redwoods State Park
- Winchester Mystery House
- Natural Bridges State Beach
- Manresa Main State Beach
- Twin Lakes State Beach
- Davenport Beach
- Seabright Beach
- Santa Cruz Wharf
- The Forest of Nisene Marks State Park
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