Vacation rentals with a pool in Monterey County

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Top-rated rentals with a pool in Monterey County

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

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Guest favorite

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

4.96 out of 5 average rating, 56 reviews

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.

Guest favorite

An expansive wooden deck offers a view of the ocean and distant shoreline. A metal table and chairs are placed on the deck, facing the water. The sky is clear, highlighting the tranquil blue of the ocean, with a sailboat visible in the distance.

Condo in Monterey

5 out of 5 average rating, 18 reviews

Luxury Oceanfront Retreat

A special private unique luxury retreat ON the beach. Hear crashing waves, feel the ocean mist, see dolphins frolicking and smell the ocean. Nicest and one of the largest homes in gated community at Ocean Harbor House. Impeccable quality! $250,000+ in upgrades $50,000 new furnishings. 2 BRs/2Baths, plus 2 twin murphy beds. The oversized deck with full sun provides another “room” – with dining table, 2 loungers, BBQ. Private beach access, walk to the wharf & Aquarium. 15 minute to Carmel

Superhost

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.

Home in Carmel Valley

4.89 out of 5 average rating, 73 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.

Guest favorite

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, 203 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!

Superhost

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.

Home in Carmel Valley

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.

Superhost

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.

Guest suite in Greenfield

4.88 out of 5 average rating, 93 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.

Guest favorite

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.

Home in Carmel Valley

4.88 out of 5 average rating, 64 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.

Top guest favorite

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, 311 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.

Guest favorite

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, 429 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!

Condo in Monterey

4.86 out of 5 average rating, 14 reviews

Beautiful Monterey Bay Close to Golf!

This condo has ocean views, a large terrace, high ceilings, and tons of light. The apartment complex has pools, jacuzzis, saunas, a small gym, pool tables and is just moments from Del Monte Beach. Located a short drive from central Monterey and some of the best golf, biking, and hiking trails in the world. Starting from Nov 15 I will have the downstairs unit as well, which can be rented with or without this unit (1 to 7 people) with both units.

Guest favorite

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.

Condo in Marina

4.96 out of 5 average rating, 97 reviews

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.

Guest favorite

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

4.93 out of 5 average rating, 352 reviews

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.