
Holiday 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.

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.

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 .

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!

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!

Warm & Cozy Villa for family getaways
Looking for a comfy space to spend time with friends and family? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny home is comfortable home base for your next adventure. Why not just hang out by 1 of 3 fireplaces with your crew? Swimming from May-September with a heating option October-April. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

Luxury Garden View - Relax and Unwind - Seascape
About This Condo NO AIRBNB FEES! Endless possibilities await you and this cozy beach resort! A stunning beach one-bedroom condo that has a stylishly decorated and recently remodeled interior that can accommodate up to a family of 4 with a super comfortable KING bed in the bedroom and a QUEEN sofa sleeper in the living room. Lots of extra amenities as well to make it relaxing and fun! We offer a 15% discount for weekly stays!

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz
Treat yourself to this rare ocean front resort with ocean front as well as the beach views from the balcony and from your dining area inside of the unit. One bedroom suite 620 sf. Heated pool, jacuzzi, parking, on site Restaurant, fire places, etc. Unwind and relax to the sound of the ocean waves. Indulge and pamper yourself in luxury and serenity. Parking lot has complimentary EV charging. Front desk at lobby.
Popular amenities for Monterey rentals with a pool
House rentals with a pool

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

Private Carmel Valley Retreat

Luxury Wine Country 6BR Retreat • Hot Tub & Views

Old Amesti Schoolhouse mid-bay amidst farmland
Apartment rentals with a pool

Seascape Ocean View Condo

Luxury Oceanfront Retreat

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

Rare Oceanview Studio Seascape Resort!
Other holiday rentals with a pool

Seascape Oceanview Luxury 2B w/theater walk2beach

Ocean View at Seascape with Private Balcony

Blue Diamond Oceanfront 3bed/3bath-sleeps 7

Races, Wine, Food and a good time around the pool.

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

Breathtaking Panoramic Oceanfront! Walk-Out w/Pool

Poolside Wine Country Retreat

Oceanfront 1BR Condo at Seascape Beach Resort
Quick stats about holiday rentals with a pool in Monterey
Total holiday rentals
Explore 70 holiday rentals in Monterey
Nightly prices starting at
Monterey holiday rentals start at € 34 per night before taxes and fees
Verified guest reviews
Over 1,030 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 of Monterey holiday 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
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- Santa Cruz Beach
- Capitola Beach
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Carmel Beach
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- Pfeiffer Beach
- Seacliff State Beach
- Pinnacles National Park
- Henry Cowell Redwoods State Park
- Davenport Beach
- Twin Lakes State Beach
- Pfeiffer Big Sur State Park
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- New Brighton State Beach
- Winchester Mystery House
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- Asilomar State Beach
- Natural Bridges State Beach
- Sunset State Beach - California State Parks
- Gilroy Gardens Family Theme Park
- Garrapata Beach
- Pebble Beach Golf Links
- Sand City Beach
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