
Vacation rentals with a pool in Monterey
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monterey
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

Cabana (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!

Oceanfront Family Condo
Escape to your oceanfront condo and unwind at the beautiful Seascape Resort. Your retreat features two bedrooms, each with en-suite bathrooms, plus a convenient half bath. Unobstructed sea views from both the balcony and patio. With two king beds, a queen sofa bed, a rollaway single, and amenities like a pack n play and highchair, it's perfect for families. Walk to the beach or cozy up by the fireplace. Your fun-filled seaside getaway awaits!

Mid Century Bungalow
This amazing mid century guesthouse is set 12 mi. East of Carmel and 2 mi. West of Carmel Valley Village. Very spacious and cozy with mountain, valley views and sunshine everywhere! Water, snacks, local coffee, shampoo/conditioner are all provided! The kitchenette does not have a stove/oven. The bungalow is a studio with a queen bed and I'm happy to set up an additional twin bed for an extra guest. The pool is open for our guests.
Popular amenities for Monterey rentals with a pool
House rentals with a pool

Alpine Zen Retreat with pool, sauna and spa

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Adorable Country Cottage WITH POOL!

Poppy Farm

Santa Cruz Beach House with Pool & Spa

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

2-Acre Creek Estate: Pool, Spa & Firepit

La Selva Seaside Sanctuary
Condo rentals with a pool

Seascape Ocean View Condo

Luxury Garden View - Relax and Unwind - Seascape

Seascape Resort Villa Beautiful Ocean View Sleep 6

OCEAN Views and Steps from the BEACH, New & Modern

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Rare Oceanview Studio Seascape Resort!

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

Seascape Oceanview Luxury 2B w/theater walk2beach

Seascape Ocean Front Villa

Ocean View at Seascape with Private Balcony

Blue Diamond Oceanfront 3bed/3bath-sleeps 7

Redwood Oasis - Private Heated Pool by State Park!

Premium Villa - Ocean View -Heated Pools -Seascape

Cabin with Pool Access - Walk to La Selva Beach

Poolside Wine Country Retreat
When is the best time to visit Monterey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,576 GYD | G$28,203 GYD | G$30,709 GYD | G$41,781 GYD | G$45,542 GYD | G$44,915 GYD | G$45,751 GYD | G$56,614 GYD | G$40,319 GYD | G$29,247 GYD | G$28,620 GYD | G$28,203 GYD |
| 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 |
Quick stats about vacation rentals with a pool in Monterey

Total vacation rentals
Explore 80 vacation rentals in Monterey

Nightly prices starting at
Monterey vacation rentals start at G$10,445 GYD per night before taxes and fees

Verified guest reviews
Over 1,460 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
50 properties have a dedicated workspace

Wi-Fi availability
80 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
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- Santa Cruz Beach
- Monterey Bay Aquarium
- Capitola Beach
- Pinnacles National Park
- Carmel Beach
- Rio Del Mar Beach
- Santa Cruz Beach Boardwalk
- Pfeiffer Beach
- Henry Cowell Redwoods State Park
- Seacliff State Beach
- Carmel Beach
- Winchester Mystery House
- Asilomar State Beach
- Natural Bridges State Beach
- Gilroy Gardens Family Theme Park
- Davenport Beach
- Pebble Beach Golf Links
- Manresa Main State Beach
- Twin Lakes State Beach
- Big Sur Campground & Cabins
- The Forest of Nisene Marks State Park
- Big Basin Redwoods State Park
- Seabright Beach
- Santa Cruz Wharf
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