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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Top guest favorite

A charming single-level condominium is presented, featuring wall-length windows that invite natural light. The exterior includes a deck with two chairs, surrounded by lush greenery and soft dune grass. A small playhouse is visible nearby, adding a playful touch to the serene setting.

Townhouse in Moss Landing

5 out of 5 average rating, 8 reviews

Newly remodeled luxury 2BR 2BA

Welcome to “Sea Bird” in Moss Landing, California. Halfway between the Monterey Peninsula and Santa Cruz, the Dunes Colony is a precious secret awaiting discovery by those lucky enough to experience raw, unfiltered beauty on the sandy shores surrounding Monterey Bay. “Sea Bird” is a newly renovated, single-level condominium where our guests can live luxuriously while listening as the Pacific Ocean sighs eternally just outside, its grandeur framed by wall-length windows in the main living area.

Guest favorite

An inviting pool area is featured, surrounded by wooden buildings. A turquoise blue pool is at the forefront, complemented by a hot tub nearby. Patio furniture, including a table and chairs, is positioned under a green umbrella, providing a serene space for relaxation.

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

An aerial view showcases a solar-heated pool surrounded by a wooden deck. Lounge chairs with colorful umbrellas are positioned nearby, and an expansive lawn borders the area. Tall oak trees create shade throughout the landscape, enhancing the private atmosphere of the setting.

Home in Carmel Valley

4.9 out of 5 average rating, 68 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

Home in Castroville

4.96 out of 5 average rating, 194 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 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

4.89 out of 5 average rating, 87 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

Home in Carmel Valley

4.87 out of 5 average rating, 61 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.

Guest favorite

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.

Home in Carmel Valley

4.96 out of 5 average rating, 23 reviews

*NEW* Mountain Retreat, Swiming Pool + Hot Tub

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.

Guest favorite

Townhouse in Castroville

4.95 out of 5 average rating, 300 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

Guest suite in Salinas

4.95 out of 5 average rating, 414 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 favorite

Townhouse in Castroville

4.93 out of 5 average rating, 348 reviews

28 Seconds Walk to Beach

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.

Superhost

A sparkling swimming pool is framed by a paved deck and bordered by manicured hedges. Comfortable lounge chairs are positioned beside the pool, offering a place to relax and enjoy the outdoors. The surrounding landscape provides a sense of privacy.

Guesthouse in Carmel Valley

4.94 out of 5 average rating, 250 reviews

Guest House in Sunny Carmel Valley

In Carmel Valley, just east of the famous Bernardus Spa and vineyard, this luxurious, fully equipped guest house is an ideal choice for a romantic getaway or a longer stay for one of the Monterey Peninsula's great events. Privacy, beautiful gardens and wine country atmosphere all conspire to make this getaway a place to recharge and relax.

Superhost

Home in Coalinga

4.82 out of 5 average rating, 39 reviews

Ranch House with Mountain View

The house is located on 500 acres of beautiful mountains view with plenty of hiking trails. Perfect for weekend getaways, family reunions and events. Very private and secluded. Videos from property can be viewed on instagram @7vranch Located about an hour drive from Pinnacle National Park.