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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Guest favourite

Home in Salinas

4.96 out of 5 average rating, 48 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 favourite

Home in Hollister

5 out of 5 average rating, 22 reviews

California Tropical Refuge

We invite you to R house designed for (Reunions, Recreation, Rest, Recovery, Refreshment and Rejuvenation) in a spacious stylish environment, together with your family and friends. Relax beside a beautiful pool and hot tub nestled among lush landscaping and tropical palm trees. A perfect home for a long vacation or weekend reuniting with extended family and friends at nearby wedding venues. Leal (.09 m) Visit Pinnacles National Park (25m) or the California Coast (35-37m) to Carmel or Santa Cruz

Guest favourite

Apartment in Monterey

5 out of 5 average rating, 16 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 Carmel Valley

4.93 out of 5 average rating, 59 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 favourite

Home in Castroville

4.96 out of 5 average rating, 186 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

Home in Carmel Valley

4.85 out of 5 average rating, 55 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, 10 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, 283 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, 390 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, 339 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

Home in San Miguel

4.88 out of 5 average rating, 8 reviews

San Miguel Wine Country Estate

Leave the chaos of the city behind and head to fabulous wine country landscape and culture. Surround yourself in the rolling hills, various vineyards and tasting rooms. Home is out in the country, about 20-25 minutes from downtown Paso Robles. Lounge at the pool, soak in the spa, play pool or ping pong and sip your favorite beverage under a blanket of bright stars after sun set.

Superhost

Guest house in Carmel Valley

4.94 out of 5 average rating, 245 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.