
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.

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 (heating fee) 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.

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 .

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.

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!

Mountain Retreat, Private Pool
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.

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.

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.

Ideal for families and remote workers– 5BR Retreat
Welcome to your peaceful 5BR, 3BA getaway—perfect for families and groups! Enjoy two cozy living rooms, + loft, a fully equipped kitchen, and a spacious dining area. Step outside to your private pool, relax under the covered patio, or gather around the fire pit. Room setup: Room 1: King bed + futon Room 2: Queen bed Room 3: 2 Full Size beds Room 4: Queen bed + Twin Bed Room 5: Full bed Loft: Sectional + Futon Entry Living Rm: Queen size sofa pull out sleeper

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!

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.

28 Sec Walk to Beach with Private steam shower
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.

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.
Popular amenities for Monterey County rentals with a pool
House rentals with a pool

Newly remodeled 2 bd room House - Carmel 57

Pool & Jacuzzi, short drive to Carmel/ Monterey

Adorable Country Cottage WITH POOL!

Monterey Dunes 166 - On the Beach!

Poppy Farm

Salinas Home w/ Pool - Near WeatherTech Raceway!

Mountain-View Backyard Oasis! King City Getaway

Private Spanish Estate w/ Pool, Spa & Courtyard
Apartment rentals with a pool

3930 Beautiful House - Oceanfront Condo, Pool & Tennis

Luxury Oceanfront Retreat

Monterey Bay Sanctuary Beach resort

Beachfront Resort Monterey Bay

Monterey Peninsula Ideal Accommodation

3823 Sand Dollar House - Oceanfront on the Beach

500 Feet from Beach: 2BR with Resort Amenities

Conveniently located end unit condo next to pool
Other holiday rentals with a pool

Luxury Tent - Premium

Dunes Beach Haven: Amazing Ocean Front Home

Cozy Cabin #1 | "Big Sur"

Luxury Tent - Middle Grove

On the beach and dunes, 2 bedroom

Newly remodeled luxury 2BR 2BA

Cozy Cabin #5 | "Jack's Peak"

Luxury Tent - Deluxe
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- Santa Cruz Beach
- Monterey Bay Aquarium
- Capitola Beach
- Pinnacles National Park
- Carmel Beach
- Rio Del Mar Beach
- Pfeiffer Beach
- Santa Cruz Beach Boardwalk
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Winchester Mystery House
- Carmel Beach
- Asilomar State Beach
- Natural Bridges State Beach
- Davenport Beach
- Gilroy Gardens Family Theme Park
- Manresa Main State Beach
- Pebble Beach Golf Links
- Twin Lakes State Beach
- The Forest of Nisene Marks State Park
- Big Basin Redwoods State Park
- Big Sur Campground & Cabins
- Seabright Beach
- Santa Cruz Wharf
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