
Vacation rentals with a pool in Monterey Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monterey Bay
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.

Beach Front Villa and 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!

Beach View Condo - Heated Pool - Seascape Resort
ONE OF THE BEST BEACH AND OCEAN VIEWS AT SEASCAPE. 2 story, 2 bedroom, 2-1/2 bath deluxe condo. Two, private balconies with whitewater and beach views and beautiful sunsets. A well equipped kitchen, a BBQ, access to the North Bluff swimming pool and spa, a resort bar and restaurant, and easy beach l-access. Golf, fitness center and tennis are available at a reasonable cost. The Village includes a coffee shop, pizza parlor, Chinese restaurant, a grocery store, Mexican restaurant and more.

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.

Oceanfront Retreat w/Private HotTub
Beachfront oasis with majestic views of the Pacific Ocean and stunning sunsets! Recently remodeled & and conveniently located halfway between Santa Cruz & Monterey/Carmel. We love our split-level home layout with the dining & living rooms on upper levels for the best ocean views over the dunes. Enjoy privacy in our secure gated community with family fun amenities: tennis, pool, ping-pong, Pop-A-Shot basketball, etc. *** BEWARE OF SCAMS! WE DO NOT OFFER LOWER RATES ON CRAIGSL _ _ T!

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.

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!

*Official Resort Listing* Partial View 2 BDR Villa
This listing offers an updated residential-style experience within a luxury resort—the best of both worlds! Featuring a primary bedroom with a king bed and en suite bathroom, a 2nd bedroom with a queen bed, and a separate guest bathroom. Enjoy the comfort of a living room with a gas fireplace, a fully equipped kitchen, and sofa seating. Each villa includes a private patio or balcony with a partial ocean view. Units are individually owned—decor and layout may vary.

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!
Popular amenities for Monterey Bay 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

Beautiful Large 4BR Home with POOL

Santa Cruz Beach House with Pool & Spa

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Redwood Oasis - Private Heated Pool by State Park!

2-Acre Creek Estate: Pool, Spa & Firepit

Private Carmel Valley Retreat
Condo rentals with a pool

Seascape Ocean View Condo

Seascape OceanView Condo - Heated pool and Jacuzzi

Luxury Garden View - Relax and Unwind - Seascape

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

Royal Villa - Ocean View - Heated Pool - Seascape

OCEAN Views and Steps from the BEACH, New & Modern

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace
Other vacation rentals with a pool

Seascape Oceanview Luxury 2B w/theater walk2beach

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

Ocean View at Seascape with Private Balcony

Blue Diamond Oceanfront 3bed/3bath-sleeps 7

Adorable Country Cottage WITH POOL!

3823 Sand Dollar House - Oceanfront on the Beach

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Premium Villa - Ocean View -Heated Pools -Seascape
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- Stanford University
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