Holiday rentals with a pool in Big Sur

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Top-rated rentals with a pool in Big Sur

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

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Top guest favourite
A sunny balcony is seen with two chairs and a small table, surrounded by decorative plants. The ocean can be viewed in the background, with clear skies and sunlight reflecting on the water. A vibrant rug covers the balcony floor.
Apartment in Aptos
5 out of 5 average rating, 112 reviews

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.

Top guest favourite
A spacious deck is showcased with comfortable seating arrangements, complemented by a dining table. Lush greenery in planters is visible, along with panoramic ocean views under a clear blue sky. A cozy rug anchors the seating area, inviting relaxation.
Home in Aptos
4.97 out of 5 average rating, 155 reviews

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.

Top guest favourite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guest house in Woodside
4.99 out of 5 average rating, 359 reviews

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Guest favourite
A collection of four images displays the retreat’s inviting features. The top-left shows ample off-street parking, while the top-right highlights an open living area with modern furnishings. The bottom-left presents a stylish outdoor seating area near the fire pit, and the bottom-right features a spacious swimming pool surrounded by greenery.
Home in Templeton
4.93 out of 5 average rating, 196 reviews

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!

Guest favourite
Home in Moss Landing
4.88 out of 5 average rating, 393 reviews

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 .

Guest favourite
A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.
Home in Ben Lomond
4.95 out of 5 average rating, 119 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

Guest favourite
A refreshing pool is framed by sleek pavers, with lounge chairs positioned on one side. Two shaded areas feature seating arrangements under a shelter, while a bright yellow float rests on the water's surface. Lush greenery and trees create a serene backdrop.
Home in Paso Robles
5 out of 5 average rating, 101 reviews

Campover Ranch in Paso Robles - Saltwater Pool

Welcome to Campover Ranch. A 10 acre wine country retreat in Paso Robles, California that comfortably fits 6 adults + 4 kids. Thoughtfully designed with all the comforts for a relaxing and easy stay. Swim in the custom pool, relax in the well designed home, play in the treehouse, cook s'mores over the outdoor fire pit or follow the country road to some of the best wine tasting in the area. *Each bedroom has a queen bed + sleeping nook ideal for kids. Read room descriptions for details.

Guest favourite
A spacious deck features a wooden railing overlooking lush coastal dunes and the expansive Pacific Ocean in the distance. Two white Adirondack chairs sit invitingly on the deck, with grass and shrubs framing the view, creating a serene outdoor space.
Townhouse in Castroville
4.95 out of 5 average rating, 334 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.

Guest favourite
An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.
Guest house in Los Gatos
4.97 out of 5 average rating, 1,013 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!

Guest favourite
A private patio features a red umbrella providing shade over two comfortable wicker chairs. The surrounding walls are adorned with a mural of foliage, enhancing the serene atmosphere. Lush greenery contributes to a tranquil outdoor setting, inviting relaxation.
Guest suite in Salinas
4.95 out of 5 average rating, 460 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!

Top guest favourite
A spacious living area features a blue sofa and patterned armchair, complemented by a wooden coffee table. Large sliding glass doors provide unobstructed views of the ocean and access to the balcony. Green plants add a touch of nature, enhancing the inviting space.
Apartment in Aptos
4.98 out of 5 average rating, 137 reviews

Oceanfront Family Condo

Escape to your oceanfront condo and unwind at the beautiful Seascape Resort. Your retreat features two bedrooms, each with en-suite bathrooms, plus a convenient half bath. Unobstructed sea views from both the balcony and patio. With two king beds, a queen sofa bed, a rollaway single, and amenities like a pack n play and highchair, it's perfect for families. Walk to the beach or cozy up by the fireplace. Your fun-filled seaside getaway awaits!

Superhost
A serene outdoor space features a sparkling pool surrounded by lush greenery and colorful flowers. Comfortable lounge chairs are arranged near the water, with a pergola visible in the background, offering shade and a pleasant view of the rolling hills.
Ranch in Paso Robles
4.78 out of 5 average rating, 257 reviews

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.

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