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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.

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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.

3–10 Jun

$259 NZD per night

Guest favourite

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!

3–10 Oct

$153 NZD per night

Guest favourite

Guesthouse in Woodside

4.99 out of 5 average rating, 275 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.

9–16 Jul

$584 NZD per night

Guest favourite

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.

19–26 Apr

$1,879 NZD per night

Guest favourite

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.

19–26 Sep

$281 NZD per night

Guest favourite

Bungalow in Arroyo Grande

4.99 out of 5 average rating, 310 reviews

A Cozy Cabana and Private Pool for Two

Cozy cabana for two guests. Our property has a private solar(sun) heated saltwater pool (swim season is generally April to mid-October), covered outdoor living space w/fire pit, and is surrounded by the beautiful scenery of California's Central Coast. Endless views of valleys and vineyards and on a clear day you can see the Pacific Ocean and rolling sand dunes. Minutes away from world-renowned wineries, breathtaking beaches, and beautiful hiking trails, to make the most of your getaway!

9–16 Oct

$500 NZD per night

Guest favourite

Townhouse in Castroville

4.95 out of 5 average rating, 239 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.

16–23 Oct

$1,119 NZD per night

Guest favourite

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.

1–8 Oct

$767 NZD per night

Guest favourite

Home in Atascadero

4.96 out of 5 average rating, 163 reviews

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 three bedroom home is perfectly practical for family or group entertaining.

9–16 Jan

$1,078 NZD per night

Guest favourite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 862 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!

18–25 Jun

$398 NZD per night

Guest favourite

Guest suite in Salinas

4.97 out of 5 average rating, 314 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!

15–22 Sep

$316 NZD per night

Guest favourite

Tiny home in Santa Margarita

4.95 out of 5 average rating, 156 reviews

Ranch Bungalow

Enjoy the peace and quiet of this unique "tiny home" set on a 50 acre ranch, remote enough to be free of urban lighting and noise, yet close enough to access Highway 101 within 10 minutes. Conveniently located between San Luis Obispo and Paso Robles, either destination is less than 30 minutes away. Swim some laps in the summer months, take an evening stroll, watch the deer forage in the pasture.

20–27 Jul

$309 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes, inviting architecture

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Big Sur rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Castroville

4.95 out of 5 average rating, 168 reviews

Oceanfront Retreat w/Private HotTub

9–16 Dec

$1,661 NZD per night

Guest favourite

Home in Aptos

4.99 out of 5 average rating, 115 reviews

Private Pool Villa for family getaways

6–13 Apr

$1,369 NZD per night

Guest favourite

Home in Atascadero

4.98 out of 5 average rating, 118 reviews

Luxury Mountain View Retreat Pool/jacuzzi

11–18 Jul

$1,695 NZD per night

Guest favourite

Home in Moss Landing

4.85 out of 5 average rating, 111 reviews

4bd/4ba Monterey Bay Beachfront Home

15–22 Apr

$1,865 NZD per night

Guest favourite

Home in Paso Robles

4.97 out of 5 average rating, 158 reviews

Spanish Villa~pool~cabanas~pizza oven~fire pit~spa

13–20 Apr

$1,869 NZD per night

Guest favourite

Home in Templeton

4.94 out of 5 average rating, 101 reviews

Poolside Paradise in Wine Country- Templeton, Ca

12–19 Sep

$1,157 NZD per night

Guest favourite

Home in Mariposa

4.93 out of 5 average rating, 171 reviews

Hilltop Yosemite Retreat-VIEWS/Hot tub/GameRoom

15–22 May

$1,360 NZD per night

Guest favourite

Home in San Jose

4.92 out of 5 average rating, 154 reviews

Splash Pad

14–21 Feb

$2,094 NZD per night

Condo rentals with a pool

Guest favourite

Condo in Aptos

4.93 out of 5 average rating, 134 reviews

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

11–18 Dec

$689 NZD per night

Guest favourite

Condo in Aptos

4.95 out of 5 average rating, 128 reviews

Premium Villa - Ocean View -Heated Pools -Seascape

12–19 Dec

$601 NZD per night

Guest favourite

Condo in Aptos

4.99 out of 5 average rating, 107 reviews

Beach View Condo @ Seascape Beach Resort, Aptos CA

20–27 Sep

$1,034 NZD per night

Guest favourite

Condo in Aptos

4.78 out of 5 average rating, 99 reviews

Seascape Resort Ocean View Studio "The View for Yo

22–29 Sep

$689 NZD per night

Guest favourite

Condo in Aptos

4.85 out of 5 average rating, 173 reviews

Beach Front Villa at Seascape Resort

2–9 Apr

$850 NZD per night

Guest favourite

Condo in Aptos

4.97 out of 5 average rating, 106 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

24–31 Dec

$1,070 NZD per night

Guest favourite

Condo in Mountain View

4.95 out of 5 average rating, 122 reviews

Spacious Top Floor Condo Retreat

16–23 Aug

$548 NZD per night

Guest favourite

Condo in Santa Clara

4.94 out of 5 average rating, 264 reviews

La Casa de Alpaca

6–13 Jan

$444 NZD per night

Destinations to explore