Holiday 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 favourite

Bungalow in Carmel Valley

4.99 out of 5 average rating, 526 reviews

Mid Century Bungalow

This amazing mid century guesthouse is set 12 mi. East of Carmel and 2 mi. West of Carmel Valley Village. Very spacious and cozy with mountain, valley views and sunshine everywhere! Water, snacks, local coffee, shampoo/conditioner are all provided! The kitchenette does not have a stove/oven. The bungalow is a studio with a queen bed and I'm happy to set up an additional twin bed for an extra guest. The pool is not available for guest use at this time. Complementary Moterey Bay Aquarium passes.

Guest favourite

Apartment 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

Guest favourite

Home in Castroville

4.96 out of 5 average rating, 191 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

Guest suite in Greenfield

4.88 out of 5 average rating, 78 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 favourite

Home in Carmel Valley

4.86 out of 5 average rating, 56 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 favourite

Home in Carmel Valley

5 out of 5 average rating, 17 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 favourite

Townhouse in Castroville

4.95 out of 5 average rating, 291 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 favourite

Guest suite in Salinas

4.95 out of 5 average rating, 406 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

Townhouse in Castroville

4.94 out of 5 average rating, 343 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.

Top guest favourite

Farm stay in Paicines

4.96 out of 5 average rating, 56 reviews

Ranch Luxury near Pinnacles with Private Pool

Set on a private hilltop overlooking our ranch, surrounding mountains and valleys, the Bar SZ Ranch House boasts 4,500 square feet of living space plus a detached apartment/bridal suite and private pool and pool house. With a wrap-around porch, 6 bedrooms, lush yard, indoor and outdoor fireplaces, and much more, the Ranch House is the perfect, peaceful escape from city life.

Superhost

Home in Moss Landing

4.91 out of 5 average rating, 81 reviews

Beach House

On the Beach, centrally located on Monterey Bay. A secured upscale resort offering tennis, volleyball, swimming, hot tub and more. This home is only steps to the Ocean! High vaulted ceilings, panoramic windows with sweeping unobstructed views of the Pacific Ocean. The villa provide access to multiple outdoor decks with private patios to relax & enjoy.

Guest favourite

Guest house in Carmel Valley

4.94 out of 5 average rating, 248 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.