
Holiday 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.

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!

Relax + Unwind in Brand New 2BD Modern Bch Retreat
Sea breezes and unobstructed 180-degree ocean views greet you from the private deck of RdM Lookout, a brand-new beach property with a bright open, mid-century modern beach design complete with a cozy fireplace hardwood floors, and quartz counters. A comfortable, chic space, guests tell us they love the amazing beds, soft linens, fluffy towels, and our gourmet kitchen with a stocked coffee bar with to-go cups for long beach walks. Come home to a relaxing, beach vacation in a charming beach town.

Royal Villa - Ocean View - Heated Pool - Seascape
If you're looking for the best, you've found it. There's not a larger or better 1 bedroom condo in the main building at Seascape. It is the only 864 sq ft end unit with ocean view balcony and lots of windows to let the light in! Oh, and has a actual kitchen with a full size fridge and dishwasher. No matter what special occasion brings you to town, this is the condo you will want stay in! Seascape Beach Resort has amazing sunsets, a soft sandy beach, top notch restaurants, and so many amenities.

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 .

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!

Old Amesti Schoolhouse mid-bay amidst farmland
This 100 year old school house surrounded by organic farms in the Pajaro Valley is a great starting point for your adventures in the Monterey Bay. From here you can reach Santa Cruz to the North or Monterey to the south in 30 minutes. When you are finished sightseeing come back to this comfortable home. A major renovation was recently completed to update the electrical, heating and plumbing yet preserving as much of the past as possible. Outside enjoy the pool, spa or game areas.

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.

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 April-September. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

*Official Resort Listing* Partial View 2 BDR Villa
This listing offers an updated residential-style experience within a luxury resort—the best of both worlds! Featuring a primary bedroom with a king bed and en suite bathroom, a 2nd bedroom with a queen bed, and a separate guest bathroom. Enjoy the comfort of a living room with a gas fireplace, a fully equipped kitchen, and sofa seating. Each villa includes a private patio or balcony with a partial ocean view. Units are individually owned—decor and layout may vary.

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!

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!

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 open for our guests.
Popular amenities for Monterey rentals with a pool
House rentals with a pool

Alpine Zen Retreat with pool, sauna and spa

2 bedroom Rio Del Mar Apt - Stunning Ocean Views

Seascape Ocean Front Villa

Poppy Farm

Santa Cruz Beach House with Pool & Spa

Redwood Oasis - Private Heated Pool by State Park!

La Selva Seaside Sanctuary

Home near Pebble Beach, Carmel, Monterey
Apartment rentals with a pool

Luxury Garden View - Relax and Unwind - Seascape

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

OCEAN Views and Steps from the BEACH, New & Modern

Beach Front Villa and Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Rare Oceanview Studio Seascape Resort!

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz
Other holiday rentals with a pool

Seascape Oceanview Luxury 2B w/theater walk2beach

Blue Diamond Oceanfront 3bed/3bath-sleeps 7

Corner Unit Condo at Seascape

3823 Sand Dollar House - Oceanfront on the Beach

Nuby's Bed & Breakfast (SCC Permit #251085)

Premium Villa - Ocean View -Heated Pools -Seascape

Cabin with Pool Access - Walk to La Selva Beach

Poolside Wine Country Retreat
When is the best time to visit Monterey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £99 | £101 | £110 | £150 | £164 | £161 | £164 | £203 | £145 | £105 | £103 | £101 |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 15°C | 16°C | 17°C | 18°C | 18°C | 17°C | 13°C | 11°C |
Quick stats about holiday rentals with a pool in Monterey

Total holiday rentals
Explore 80 holiday rentals in Monterey

Nightly prices starting at
Monterey holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Monterey holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monterey rentals

4.7 Average rating
Monterey stays receive an average rating of 4.7 out of 5 from guests
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- Santa Cruz Beach
- Monterey Bay Aquarium
- Capitola Beach
- Pinnacles National Park
- Carmel Beach
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- Pfeiffer Beach
- Henry Cowell Redwoods State Park
- Seacliff State Beach
- Winchester Mystery House
- Natural Bridges State Beach
- Asilomar State Beach
- Gilroy Gardens Family Theme Park
- Pebble Beach Golf Links
- Davenport Beach
- Manresa Main State Beach
- Twin Lakes State Beach
- Big Sur Campground & Cabins
- Big Basin Redwoods State Park
- Seabright Beach
- The Forest of Nisene Marks State Park
- Santa Cruz Wharf
- Point Lobos State Natural Reserve
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