Holiday rentals with a pool in Monterey County

4.96 out of 5 average rating, 56 reviews

Sunlight filters through trees, casting a warm glow over a landscaped yard. A pool is visible in the foreground, while rolling hills and a clear sky form the scenic backdrop. Potted plants flank the poolside, enhancing the tranquil outdoor setting.

Home in Salinas

Adorable Country Cottage WITH POOL!

Take it easy at this unique and tranquil getaway. Close to everything that Monterey County has to offer:Pebble Beach, Laguna Seca Raceway,Carmel Valley, local wineries, Ford Ord, Monterey Bay aquarium.This property is close enough to explore activities yet return to your own peaceful resort sanctuary. It is extremely convenient for participants of the Concourse D’Elegance as it has a private and enclosed garage for your special vehicle. It is also close to the beach and world class golf courses.

4.88 out of 5 average rating, 377 reviews

Home in Moss Landing

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 .

A sunny outdoor deck surrounds a solar heated pool, featuring several lounge chairs in bright colors. Lush greenery and distant hills frame the area, providing a serene backdrop. A shaded seating arrangement sits nearby, ideal for relaxation while enjoying the peaceful landscape.

4.89 out of 5 average rating, 75 reviews

Private Carmel Valley Retreat

In the rolling hills of Carmel Valley and hidden between famous vineyards, is our very private, rustic, relaxing country home. The home is perched on 20 acres of Oak trees and Lupine meadows overlooking the Cachagua Valley. Perfect for a family on holiday, weekend getaways, or as a romantic retreat. Use our cottage as a place to recharge or as a home base for exploring local Vineyards, Big Sur, Carmel-By-The-Sea, Monterey and Pebble Beach. Please note: The pool is solar heated only.

A spacious Spanish-style residence is highlighted by a large swimming pool and an expansive deck. The inviting outdoor area features lounge chairs and a gazebo, set against a backdrop of lush greenery and flower beds. A detached guest house can be seen in the distance.

4.72 out of 5 average rating, 92 reviews

Mountain Retreat, Private Pool+Air Hockey+Ping Png

Ultimate Hilltop Oasis, meticulously maintained Spanish residence (3 rooms & 2 full baths). Spacious open-concept kitchen, dining area & living room, 2 large fireplace & exposed beam ceilings. Relax in luxury as you step onto the expansive deck from your living room, or find solace on the separate patio featuring a charming gazebo & stunning pool. Enjoy 180-degree southern vistas capturing the essence of Cachagua Valley, incredible sunsets, and the majestic Los Padres National Forest.

Guest suite in Greenfield

A serene pool area features clear water reflecting surrounding trees and décor. The space is illuminated by warm lights, highlighting the lush greenery along the perimeter. A peaceful atmosphere is created as the sun begins to set, suggesting a tranquil evening ahead.

4.88 out of 5 average rating, 94 reviews

Piney Creek Retreat

When you are ready to take a break from it all, escape to the mountains and relax in your 400 sq ft attached but private studio. Lounge by the pool during the day, and unwind in the hot tub with your favorite glass of wine from one of the many nearby wineries. When you are ready to mingle again, Carmel Valley Village is 45 min away, with Carmel by the Sea and Monterey being another 15 min. For the adventurous, Arroyo Seco campground is less than 10 min; and Pinnacles NP is 45 min.

An inviting pool area is framed by a spacious deck and lush landscaping, complemented by a covered outdoor kitchen and seating area. Natural light highlights the vibrant red of the home's exterior against a backdrop of rolling hills and greenery.

4.88 out of 5 average rating, 65 reviews

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Disconnect from city life in the heart of Carmel Valley wine country. The Vineyard Chateau sits on 5 creek-front acres with a working Merlot vineyard and countless amenities. Explore 25+ wine tasting rooms in Carmel Valley Village, a scenic hike in nearby Ventana Wilderness, or chill & grill by the seasonal saltwater pool (May-Oct). Add a personalized on-site wine experience, massage, or private chef for an even more unforgettable getaway. Perfect for a family or two couples.

The spacious living room features high-vaulted wood ceilings and large windows that offer panoramic views of the outdoor pool and surrounding hills. A comfortable sectional sofa is arranged around a wooden coffee table, with natural light flooding the area.

4.91 out of 5 average rating, 35 reviews

Mountain Retreat, Pool + Hot Tub, 30 days Min.

Private gated property bathed in natural beauty; a panoramic setting with forever vistas from sunrise to sunset. Southern exposure, unobstructed views, soaring hawks and clear starry nights are a few of the many splendors of the Carmel Vally life-style at this wonderful property. This home was completely remodeled in the summer of 2021 with attention to detail and no expense spared from the new high quality engineered wood floors to the cool ocean mist travertine and plaster.

Top 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

4.95 out of 5 average rating, 312 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.

4.95 out of 5 average rating, 432 reviews

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

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!

4.96 out of 5 average rating, 98 reviews

A large, engraved sign stands at the entrance of the Sanctuary Beach Resort, displaying its name prominently. Surrounding the sign, neatly trimmed shrubs and small plants are set against a backdrop of sandy dunes and a clear blue sky.

Apartment in Marina

Monterey Bay Sanctuary Beach resort

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

4.94 out of 5 average rating, 354 reviews

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

28 Sec Walk to Beach: Power Outage-Free Living

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.