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

Tropical Hideaway🌴
TROPICAL RESORT like setting. Private entrance to a 600 sq Ft beautiful beach unit Living room with sleeper sofa, kitchenette, Bedroom with queen size lux adjustable bed & on suite private Bathroom. The bathroom is a serene retreat with a 4ft walk in shower and stand alone jetted bath tub. Lounge and access to a tropical hideaway back yard with a Tiki Bar hugging the above ground pool creating a serene spot. 7 Person Hot springs spa, gas fire pit, yard games, palm trees a romantic setting.

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 Pools - 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.

Quiet Poolside Cottage for Solitude
New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Private Queen Suite-Pool & Hot Tub, private entry
Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Los Gatos, Campbell and Willow Glen. Great for Mountain Winery Concerts, 49ers/Levi's Stadium and SJC. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry! You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom. Hot tub and Pool are a perfect way to relax and end the evening.

Stunning Views @ RDM BCH w/Attached Garage
Sheltered from the west winds off the sunny north shore of the Monterey Bay, the Pacific Ocean is the panoramic view of this spacious landmark beach condo in the coastal village of Rio Del Mar. Built in 1970, pride and respect for friends and neighbors is the hallmark of this overlook. Come breathe in the sea air, pour a glass of wine and watch the sea come to life with a toast to a lovely sunset. Wrap up your evening stargazing on the deck and awake to sound of waves crashing on the shore.

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 .

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!

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.

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 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!

Greenwood Guest House, a Peaceful Oasis
Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.
Popular amenities for Monterey Bay rentals with a pool
House rentals with a pool

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Beautiful Large 4BR Home with POOL

Santa Cruz Beach House with Pool & Spa

Two Bedroom Condo With Great Ocean Views!

Toro Park Sunshine

Tropical Felton Oasis

Old Amesti Schoolhouse mid-bay amidst farmland

Beautiful 3BD Home w/ Heated Pool and Fire Pit
Condo rentals with a pool

Seascape Ocean View Condo

Seascape Resort Villa Beautiful Ocean View Sleep 6

OCEAN Views and Steps from the BEACH, New & Modern

Monterey Bay Sanctuary Beach resort

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Aptos Condo with Spectacular Ocean Views
Other vacation rentals with a pool

Seascape Oceanview Luxury 2B w/theater walk2beach

*Official Resort Listing* Ocean View Studio Suite

Adorable Country Cottage WITH POOL!

Luxury Tent - Middle Grove

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Vintage River Cottage- Carmel River Inn 40

Nuby's Bed & Breakfast (SCC Permit #251085)

Charming 2 bedroom 2 story condo - No smoking
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