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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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Condo in Aptos

4.8 out of 5 average rating, 112 reviews

Seascape Resort Ocean View Studio "The View for Yo

Remodeled, upgraded studio, "The View For You," is an ocean oasis at Seascape Resort. Gorgeous views! This beautiful, ocean view unit is located in the amenity-rich Seascape Resort in Aptos, CA. Walk on the gorgeous beach, this vacation rental is perfect for a romantic getaway or a week away from it all with the family. There are 3 pools, hot tubs, Sanderling's restaurant on-site as well as restaurants and shops across the street. The beach spans for miles. Walk the grounds or enjoy the pools, beach and restaurant! This unit has a chair that folds out to twin sized bed to sleep the third person!

Guest suite in Scotts Valley

4.96 out of 5 average rating, 706 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!

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 413 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.

Home in Aptos

4.92 out of 5 average rating, 535 reviews

Relax Watch Waves Crash Chic + Modern 3BD

Sea breezes and beautiful ocean views greet you from your 40-foot deck at RdM Lookout, a newer property with hardwood floors, quartz counters, and a bright, modern open beach design with a cozy fireplace which was featured on the design website Houzz. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen-stocked coffee bar with to-go cups for beach walks. Come home to a relaxing, beach vacation in a charming beach town.

Villa in Santa Cruz

4.95 out of 5 average rating, 101 reviews

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

Townhouse in Castroville

4.95 out of 5 average rating, 271 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.

Guesthouse in Almaden Valley

4.97 out of 5 average rating, 941 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!

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 200 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Guest suite in Salinas

4.95 out of 5 average rating, 370 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 suite in Carmel Valley

4.81 out of 5 average rating, 109 reviews

Cozy Studio in Carmel Valley w/ pool!

Designed to feel like you're on a boat, our small Studio is available in Carmel Valley with private entrance & access to the pool with its own private patio. This room is below our main house and the ceilings are low (please take note if you are taller than 6’2). We are located 2 miles from CV Village & 12 miles from downtown Carmel. Pool is open July-October. Spa is open year round, please message me to turn on the hot tub jets and heater.

Home in Aptos

4.99 out of 5 average rating, 151 reviews

Warm & Cozy Villa for family getaways

Looking for a comfy space to spend time with friends and family? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny home is comfortable home base for your next adventure. Why not just hang out by 1 of 3 fireplaces with your crew? Swimming from May-September with a heating option October-April. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

Townhouse in Castroville

4.94 out of 5 average rating, 329 reviews

28 Seconds Walk to Beach

Pacific ocean is the backyard with private beach access right from our decks in 28 seconds. One of the closest units to the beach with no mound in dunes blocking your view. You have the beach to yourself. Gated community with 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.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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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 Aptos

4.8 out of 5 average rating, 25 reviews

Seascape Ocean Front Villa

Home in Ben Lomond

4.94 out of 5 average rating, 127 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

Home in Salinas

4.95 out of 5 average rating, 44 reviews

Adorable Country Cottage WITH POOL!

Home in Santa Cruz

4.97 out of 5 average rating, 29 reviews

Ls1 Alpine Zen w/pool, sauna and hot tub

Home in Santa Cruz

4.9 out of 5 average rating, 134 reviews

Santa Cruz Beach House with Pool & Spa

Home in Carmel Valley

4.94 out of 5 average rating, 47 reviews

Private Carmel Valley Retreat

Home in Watsonville

4.99 out of 5 average rating, 69 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

Home in Aptos

4.83 out of 5 average rating, 23 reviews

Seascape Vista - Breath Taking Ocean Front Views

Condo rentals with a pool

Condo in Aptos

4.81 out of 5 average rating, 188 reviews

Seascape Ocean View Condo

Condo in Aptos

4.97 out of 5 average rating, 116 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

Condo in Aptos

5 out of 5 average rating, 66 reviews

Spectacular Ocean View - Ground Level - Seascape

Condo in Aptos

4.8 out of 5 average rating, 171 reviews

Pool and Stunning Ocean Views at Seascape Resort!

Condo in Aptos

4.85 out of 5 average rating, 178 reviews

Beach Front Villa at Seascape Resort

Condo in Aptos

4.91 out of 5 average rating, 155 reviews

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

Condo in Aptos

4.79 out of 5 average rating, 242 reviews

Sandpiper by the Sea Condo

Condo in Aptos

4.92 out of 5 average rating, 26 reviews

Oceanfront 1BR Condo and Seascape Beach Resort

Quick stats about vacation rentals with a pool in Monterey

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

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