Holiday rentals with a pool in Monterey

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Monterey

Total holiday rentals
Explore 80 holiday rentals in Monterey
Nightly prices starting at
Monterey holiday rentals start at £38 per night before taxes and fees
Verified guest reviews
Over 1,460 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 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

Top-rated rentals with a pool in Monterey

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

A spacious balcony overlooks the ocean, featuring a seating area with grey couches adorned with blue and white cushions. A glass-topped table is positioned in the center, beside a gas grill, creating an inviting outdoor space to enjoy coastal views.

Home in Aptos

4.94 out of 5 average rating, 437 reviews

🍀Escape - Brand New Modern Chic Coastal Retreat🍀

Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, a gourmet kitchen, and the charm of beach living.

Top guest favourite

A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.

Guest suite in Scotts Valley

4.96 out of 5 average rating, 824 reviews

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!

Guest favourite

A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.

Apartment in Aptos

4.85 out of 5 average rating, 192 reviews

Beach Front Villa at 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!

Guest favourite

Home in Moss Landing

4.88 out of 5 average rating, 402 reviews

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 .

Top guest favourite

A window seat with ample cushioning overlooks the serene Pacific Ocean. Large windows provide unobstructed views of the beach and dunes, with soft natural light illuminating the space. Neutral tones and cozy pillows contribute to a relaxed atmosphere.

Home in Castroville

4.96 out of 5 average rating, 224 reviews

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!

Guest favourite

A spacious deck features a wooden railing overlooking lush coastal dunes and the expansive Pacific Ocean in the distance. Two white Adirondack chairs sit invitingly on the deck, with grass and shrubs framing the view, creating a serene outdoor space.

Townhouse in Castroville

4.94 out of 5 average rating, 342 reviews

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.

Top guest favourite

A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.

Home in Aptos

4.98 out of 5 average rating, 240 reviews

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!

Top guest favourite

A balcony features two chairs and a small table, overlooking a bright blue pool and the ocean beyond. Sunlight illuminates the space, enhancing the view of the nearby beach and the landscape of the surrounding resort.

Townhouse in Aptos

4.94 out of 5 average rating, 381 reviews

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!

Guest favourite

A private patio features a red umbrella providing shade over two comfortable wicker chairs. The surrounding walls are adorned with a mural of foliage, enhancing the serene atmosphere. Lush greenery contributes to a tranquil outdoor setting, inviting relaxation.

Guest suite in Salinas

4.95 out of 5 average rating, 469 reviews

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!

Guest favourite

An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.

Place to stay in Los Gatos

4.81 out of 5 average rating, 98 reviews

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!

Guest favourite

Apartment in Marina

4.96 out of 5 average rating, 115 reviews

Monterey Bay Sanctuary Beach resort

2 BR 2 Bath Condo in a beautiful resort next to the beach. Unit Amenities · Balcony/Patio · Barbecue Grill (Outdoor) · Fireplace · Hairdryer · Washer/Dryer in Unit Resort Amenities · Direct Beach Access · Children's Pool (Outdoor) · Hot Tub (Outdoor) · Restaurant · Heated Swimming Pool (Outdoor) · All common areas listed above are subject to access restrictions due to Covid-19, please inquire with front desk.

Top guest favourite

Stairs lead down from a deck to a wooden boardwalk that stretches towards the beach. The ocean glimmers in the distance under a clear blue sky, while the sandy shoreline is framed by coastal vegetation.

Townhouse in Castroville

4.94 out of 5 average rating, 373 reviews

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.