
Holiday rentals with a pool in Big Sur
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Big Sur
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace
Spectacular ocean view condo with views towards Monterey AND Santa Cruz. Yes, you have the sunrise and sunset from both decks. Two story Seascape Villa, South Bluff. Very well designed space with living room, kitchen, deck & powder room on first floor, two bedrooms, two bathrooms, and a second deck upstairs. WiFi, free parking, ONE heated pool on the NORTH BLUFF, short walk down to the beach on a special path. L’Occitane Shampoo/Conditioner/Lotion, Nespresso for coffee. Bartesian Cocktail Maker.

Walk to the beach, panoramic ocean view, and pool!
Kick back and relax in this calm, stylish space. With panoramic views of the pacific, chances are you'll see dolphins, otters, and even whales during season. Leave the doors open and nap to the sound of the waves hitting the shore! Heated pool on property & less than a 5-minute walk to the beach, restaurants, drinks, coffee, sandwiches and more! Recently upgraded with brand new flooring throughout condo, fireplace with mounted large smart tv (perf for movie nights!), soaking tub and comfy beds!

Poolside Paradise+Views+Wineries+Spa+Game Room
Ultra-modern luxury retreat situated on a secluded oak studded acre in upscale west-side Templeton. This freshly remodeled high-end residence features an open concept floor plan designed for effortless entertaining. Unique artwork & ornate vintage pottery add to the chic design of the home. Enjoy the secluded surroundings, including a substantial swimming pool, hot tub, game room, BBQ, outdoor dining area & firepit conversation set all overlooking the rolling hills. A true 5-star experience!

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.

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.

2bed OceanFront condo w/Pools+HotTub
Enjoy the comforts of a beach condo with the features of a luxury resort style retreat. This 2 bedroom 2.5 bathroom Villa has two balconies with incredible Ocean Views. Modern kitchen, and beach themed decor make this condo a vacation retreat you cannot miss. Plus 3 pools, heated year round! Located on 17-miles of secluded beachfront in Aptos California, south of Santa Cruz. Treat yourself to exquisite fine dining at the Sanderlings Restaurant, beach pathways and more!

Gorgeous Hilltop Oasis with Pool and Expansive Views
Feel cares slip away in the serene saltwater pool set among ancient oaks and endless vistas. Enjoy one of Atascadero's most beautiful neighborhoods, sitting atop the Hills of the Central Coast. Morning strolls are a literal walk in the clouds with stunning canyon views and deer roaming nearby. It's hard to believe this property is only 8 minutes from the freeway. This comfortable tri-level four bedroom home is perfectly practical for family or group entertaining.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Stay Alpha Home • Modern Redwood Retreat with Pool
Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!

Estate Vineyard Views, Pool, Hot Tub, & Tennis
Stunning house on 35 acre hilltop estate with 4 bedrooms, master King, two guest Queens, 2 single trundle beds for two adults or 4 kids. Full kitchen, two full sized refrigerators, freezers, Viking range, dishwasher, BBQ, oven, high speed internet, smart TVs. Pool with hottub, pergola views, pool table, games, tennis court, horseshoes, firepit, hiking, incredible sunset views. Linens, towels, basic kitchen supplies provided.
Popular amenities for Big Sur rentals with a pool
House rentals with a pool

Monterey Bay Oasis on the Ocean!

Old Amesti Schoolhouse mid-bay amidst farmland

Luxury Silicon Valley Wellness and Work Oasis

PaSO PaNORAMA-Swimming Pool, Hot Tub, & Views

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Lux Château, Hot Tub, OutdoorMovies, Game Rm, Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

Three Sisters Farm Wine Country Home
Apartment rentals with a pool

Spectacular Ocean View- Heated Pool & Spa Seascape

Aptos Condo with Spectacular Ocean Views

Beach Front Villa at Seascape Resort

Monterey Bay Sanctuary Beach resort

OCEAN Views and Steps from the BEACH, New & Modern

OceanView Fully Equipped Ground Villa & Next2 Pool

Rare Oceanview Studio Seascape Resort!

Seascape Resort Villa Beautiful Ocean View Sleep 6
Other holiday rentals with a pool

Atascadero Guesthouse Central Coast Wine Country

Luxury garden villa w/ hot tub and game room

Modern Ocean View 2 BD w Parking.

Guest House in Sunny Carmel Valley

Bunk House w/ Luxury Tent

Vineyard Oasis: Pool & Views!

Snug and Cozy between the Skyline and the Sea

Pool+Hot Tub+Outdoor Living
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- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Pinnacles National Park
- Capitola Beach
- Carmel Beach
- Big Sur Campground & Cabins
- Carmel Beach
- Rio Del Mar Beach
- Pfeiffer Beach
- Pebble Beach Golf Links
- Seacliff State Beach
- Asilomar State Beach
- Natural Bridges State Beach
- Twin Lakes State Beach
- Manresa Main State Beach
- Seabright Beach
- Sand Dollar Beach
- Santa Cruz Wharf
- Point Lobos State Natural Reserve
- WeatherTech Raceway Laguna Seca
- Julia Pfeiffer Burns State Park
- Treebones Resort
- Garland Ranch Regional Park





