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Vacation rentals with a pool in Monterey

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monterey

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

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Tiny home in Aptos

4.78 out of 5 average rating, 315 reviews

Bamboo Cottage in Aptos Mountain Retreat & Spa

Om Oasis is a beautiful and lush retreat center on several acres of a remote and peaceful 15 acre mountain top property. We host guests who wish to connect with the beauty of nature and experience peace. We are 10-15 minutes up the mountain and partially off-grid with little to no cell reception but with a great WiFi connection. There are a total of 7 guest accommodations (including this one) spread out over our developed 3 acres, making it always a very private experience and easy to distance.

Jun 3 – 10

ﺩ.ﺇ456 per night

Guest suite in Scotts Valley

4.96 out of 5 average rating, 629 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Oct 3 – 10

ﺩ.ﺇ285 per night

Townhouse in Castroville

4.93 out of 5 average rating, 304 reviews

28 Seconds Walk to Beach

Steam Shower, Lululemon Studio Mirror, Tesla Starlink Internet Pacific ocean is the backyard w/ private beach access right from our decks in 28 seconds. One of the closest units to the beach w/ no mound in dunes blocking your view. You have the beach to yourself. Gated community w/ secluded beach, panoramic view of majestic sun sinking into the vast ocean, sound of waves pounding the sandy beach from right inside the house. 20-minute drive to Monterey Bay Aquarium, 17-mile, Carmel-by-the-sea.

Dec 13 – 20

ﺩ.ﺇ2,352 per night

Home in Aptos

4.94 out of 5 average rating, 302 reviews

🍀Escape - Brand New Modern Chic Coastal Retreat🍀

Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, gourmet kitchen and the charm of beach living.

Apr 19 – 26

ﺩ.ﺇ3,534 per night

Guest suite in San Jose

4.94 out of 5 average rating, 108 reviews

Private Queen Suite-Private Entry, Pool & Hot Tub

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Campbell and Willow Glen. We follow all cleaning guidelines to protect the health of all guests. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry!You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom in our serene and safe neighborhood. Very high speed internet is included.

Sep 4 – 11

ﺩ.ﺇ550 per night

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Sep 19 – 26

ﺩ.ﺇ571 per night

Home in Aptos

4.99 out of 5 average rating, 115 reviews

Private Pool Villa for family getaways

Looking for a comfy space to spend time with friends and family? Beach or great outdoors more your thing? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny locale is your comfortable home base for your next adventure. Why not just hang out by the pool? The water typically stays comfortable for swimming from May-September (APRIL PM by request). Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

Apr 6 – 13

ﺩ.ﺇ2,535 per night

Home in Castroville

4.95 out of 5 average rating, 168 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!

Dec 9 – 16

ﺩ.ﺇ3,553 per night

Townhouse in Castroville

4.95 out of 5 average rating, 238 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.

Oct 16 – 23

ﺩ.ﺇ2,180 per night

Bungalow in San Martin

4.99 out of 5 average rating, 105 reviews

Moose Mountain Vineyards Bungalow

Relax in an elegant 2 bed bungalow sitting atop Moose Mountain Vineyards. Enjoy the panoramic view of San Martin as well as the 13,000 grape vines growing on property. Relax in the hot tub or infinity pool, or sip estate wine on one of our four decks as the sunset takes your breath away. Enjoy a complimentary whole food plant-based breakfast with ingredients sourced onsite. This stay offers many opportunities to explore the inner workings of Moose Mountain Vineyards.

Oct 1 – 8

ﺩ.ﺇ1,646 per night

Guesthouse in Los Gatos

4.97 out of 5 average rating, 861 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Jun 18 – 25

ﺩ.ﺇ840 per night

Guest suite in Salinas

4.97 out of 5 average rating, 313 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!

Sep 15 – 22

ﺩ.ﺇ695 per night

Vacation rentals for every style

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Popular amenities for Monterey rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Moss Landing

4.85 out of 5 average rating, 110 reviews

4bd/4ba Monterey Bay Beachfront Home

Apr 15 – 22

ﺩ.ﺇ3,656 per night

Home in Ben Lomond

4.96 out of 5 average rating, 111 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

Nov 3 – 10

ﺩ.ﺇ1,680 per night

Home in San Jose

4.81 out of 5 average rating, 166 reviews

Beautiful Large 4BR Home with POOL

Feb 9 – 16

ﺩ.ﺇ1,147 per night

Home in Salinas

5.0 out of 5 average rating, 18 reviews

Adorable Country Cottage WITH POOL!

Nov 3 – 10

ﺩ.ﺇ1,657 per night

Home in Carmel Valley

4.96 out of 5 average rating, 24 reviews

Private Carmel Valley Retreat

Nov 2 – 9

ﺩ.ﺇ2,654 per night

Home in Carmel-by-the-Sea

5.0 out of 5 average rating, 21 reviews

Rare! Yankee Pt home - Ocean views, Indoor Pool

Mar 4 – 11

ﺩ.ﺇ4,276 per night

Home in Santa Cruz

4.87 out of 5 average rating, 15 reviews

Ls1 Alpine Zen w/pool, sauna and hot tub

Dec 7 – 14

ﺩ.ﺇ2,256 per night

Home in Carmel Valley

4.91 out of 5 average rating, 35 reviews

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Aug 30 – Sep 6

ﺩ.ﺇ2,103 per night

Condo rentals with a pool

Condo in Aptos

4.93 out of 5 average rating, 134 reviews

Seascape Oceanv hot tub, pool, EV, Aptos, Cruz

Dec 11 – 18

ﺩ.ﺇ1,293 per night

Condo in Aptos

4.95 out of 5 average rating, 128 reviews

Premium Villa - Ocean View -Heated Pools -Seascape

Dec 12 – 19

ﺩ.ﺇ1,072 per night

Condo in Aptos

4.85 out of 5 average rating, 173 reviews

Beach Front Villa at Seascape Resort

Apr 2 – 9

ﺩ.ﺇ1,586 per night

Condo in Aptos

4.99 out of 5 average rating, 107 reviews

Beach View Condo @ Seascape Beach Resort, Aptos CA

Sep 20 – 27

ﺩ.ﺇ1,939 per night

Condo in Aptos

4.78 out of 5 average rating, 99 reviews

Seascape Resort Ocean View Studio "The View for Yo

Jul 8 – 15

ﺩ.ﺇ1,275 per night

Condo in Aptos

4.97 out of 5 average rating, 106 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

Dec 24 – 31

ﺩ.ﺇ2,014 per night

Condo in Aptos

4.84 out of 5 average rating, 219 reviews

Romantic getaway to Seascape Resort

Dec 31 – Jan 7

ﺩ.ﺇ1,788 per night

Condo in Aptos

4.79 out of 5 average rating, 154 reviews

Pool and Stunning Ocean Views at Seascape Resort!

Nov 28 – Dec 5

ﺩ.ﺇ2,342 per night

Quick stats about vacation rentals with a pool in Monterey

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
240 reviews
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees

Destinations to explore