Holiday rentals near Windy Oaks Estate
We found 1,176 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Windy Oaks Estate that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Windy Oaks Estate
Showing deals for:10 Oct - 17 Oct
Image gallery for The Villa at The Ranch Almaden beautiful winery location
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Villa at The Ranch Almaden beautiful winery location
San Jose, CA
9% off
Price is AU$40,091
AU$40,091
AU$5,727 per night
includes taxes & fees
Image gallery for 10 Steps to the Sand…Capitola Beach Front at the mouth of the Wharf-Pet Friendly
1010 out of 10 rating
Exceptional
(28 reviews)
10 Steps to the Sand…Capitola Beach Front at the mouth of the Wharf-Pet Friendly
Capitola, CA
8% off
Price is AU$7,161
AU$7,161
AU$1,023 per night
includes taxes & fees
Image gallery for Gated Beach Front Retreat - Remodeled on 1.5 Acres Just Steps to the Beach
1010 out of 10 rating
Exceptional
(23 reviews)
Gated Beach Front Retreat - Remodeled on 1.5 Acres Just Steps to the Beach
Watsonville, CA
8% off
Price is AU$14,186
AU$14,186
AU$2,027 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Home for Gathering of Family & Friends
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Beautiful Beachfront Home for Gathering of Family & Friends
Watsonville, CA
16% off
Price is AU$14,150
AU$14,150
AU$2,021 per night
includes taxes & fees
Image gallery for Peaceful Place to Relax
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Peaceful Place to Relax
San Martin, CA
8% off
Price is AU$5,924
AU$5,924
AU$846 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort: Remodeled 3 Bedroom Beach Getaway
1010 out of 10 rating
Exceptional
(17 reviews)
Pajaro Dunes Resort: Remodeled 3 Bedroom Beach Getaway
Watsonville, CA
10% off
Price is AU$6,775
AU$6,775
AU$968 per night
includes taxes & fees
Image gallery for Enjoy the sun and the great atmosphere at the Surf Shack. A beautiful cottage.
1010 out of 10 rating
Exceptional
(12 reviews)
Enjoy the sun and the great atmosphere at the Surf Shack. A beautiful cottage.
Santa Cruz, CA
8% off
Price is AU$4,638
AU$4,638
AU$663 per night
includes taxes & fees
Image gallery for Blue Diamond@Monterey Dunes OCEANFRONT 3bed/3bath-sleeps 7 Monterey/Santa Cruz
1010 out of 10 rating
Exceptional
(49 reviews)
Blue Diamond@Monterey Dunes OCEANFRONT 3bed/3bath-sleeps 7 Monterey/Santa Cruz
Castroville, CA
7% off
Price is AU$7,639
AU$7,639
AU$1,091 per night
includes taxes & fees
Image gallery for Entelechy Ranch - A Cozy Redwood Resort
1010 out of 10 rating
Exceptional
(65 reviews)
Entelechy Ranch - A Cozy Redwood Resort
Watsonville, CA
8% off
Price is AU$11,232
AU$11,232
AU$1,605 per night
includes taxes & fees
Image gallery for Oceanfront Retreat at Pajaro Dunes. Beach Access, Hot Tub, BBQ, Pool Table.
9.29.2 out of 10 rating
Wonderful
(57 reviews)
Oceanfront Retreat at Pajaro Dunes. Beach Access, Hot Tub, BBQ, Pool Table.
Watsonville, CA
12% off
Price is AU$12,281
AU$12,281
AU$1,754 per night
includes taxes & fees
Image gallery for Full Ocean View home sleeps 6 - affordably!
8.88.8 out of 10 rating
Excellent
(16 reviews)
Full Ocean View home sleeps 6 - affordably!
Watsonville, CA
9% off
Price is AU$4,716
AU$4,716
AU$674 per night
includes taxes & fees
Image gallery for Sweeping ocean views! Perfect for families, steps to sand, ping pong, Pickleball
9.89.8 out of 10 rating
Exceptional
(109 reviews)
Sweeping ocean views! Perfect for families, steps to sand, ping pong, Pickleball
Watsonville, CA
8% off
Price is AU$10,061
AU$10,061
AU$1,437 per night
includes taxes & fees
Image gallery for Beach front steps to the sand located between Monterey and Santa Cruz
1010 out of 10 rating
Exceptional
(28 reviews)
Beach front steps to the sand located between Monterey and Santa Cruz
Watsonville, CA
8% off
Price is AU$6,083
AU$6,083
AU$869 per night
includes taxes & fees
Image gallery for Pacific View Treehouse
1010 out of 10 rating
Exceptional
(9 reviews)
Pacific View Treehouse
Watsonville, CA
8% off
Price is AU$6,057
AU$6,057
AU$865 per night
includes taxes & fees
Image gallery for Private Room with Attached Sun Room and Covered Deck
9.89.8 out of 10 rating
Exceptional
(83 reviews)
Private Room with Attached Sun Room and Covered Deck
Aptos, CA
8% off
Price is AU$3,100
AU$3,100
AU$443 per night
includes taxes & fees
Image gallery for Walk to beach & heated pools @ renovated ocean-view Seascape Resort Villa
1010 out of 10 rating
Exceptional
(10 reviews)
Walk to beach & heated pools @ renovated ocean-view Seascape Resort Villa
Aptos, CA
8% off
Price is AU$7,563
AU$7,563
AU$1,080 per night
includes taxes & fees
Image gallery for Luxury Santa Cruz Villa: Beachside Paradise with New Hot Tub & Fast Wi-Fi
1010 out of 10 rating
Exceptional
(20 reviews)
Luxury Santa Cruz Villa: Beachside Paradise with New Hot Tub & Fast Wi-Fi
Santa Cruz, CA
7% off
Price is AU$11,093
AU$11,093
AU$1,585 per night
includes taxes & fees
Image gallery for Remote- Ocean Front, steps to ocean, Pajaro Dunes Between Santa Cruz - Monterey
1010 out of 10 rating
Exceptional
(25 reviews)
Remote- Ocean Front, steps to ocean, Pajaro Dunes Between Santa Cruz - Monterey
Watsonville, CA
8% off
Price is AU$4,857
AU$4,857
AU$694 per night
includes taxes & fees
Image gallery for South SJ 4BR: Spacious & Comfy
9.09.0 out of 10 rating
Wonderful
(8 reviews)
South SJ 4BR: Spacious & Comfy
San Jose, CA
8% off
Price is AU$5,849
AU$5,849
AU$836 per night
includes taxes & fees
Image gallery for Casa de Ensueño with an Ocean View
1010 out of 10 rating
Exceptional
(93 reviews)
Casa de Ensueño with an Ocean View
Watsonville, CA
8% off
Price is AU$7,764
AU$7,764
AU$1,109 per night
includes taxes & fees
Image gallery for New, Centrally Located guest house with Modern Amenities and Private Hot Tub
9.49.4 out of 10 rating
Exceptional
(10 reviews)
New, Centrally Located guest house with Modern Amenities and Private Hot Tub
Salinas, CA
8% off
Price is AU$2,174
AU$2,174
AU$311 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort: Premium 2 Bedroom Beach Condo
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Pajaro Dunes Resort: Premium 2 Bedroom Beach Condo
Watsonville, CA
6% off
Price is AU$5,186
AU$5,186
AU$741 per night
includes taxes & fees
Image gallery for Pajaro Dunes Resort - Gorgeous Remodeled 2 Bdrm Condo Quick 29 Mins to Monterey
8.88.8 out of 10 rating
Excellent
(15 reviews)
Pajaro Dunes Resort - Gorgeous Remodeled 2 Bdrm Condo Quick 29 Mins to Monterey
Watsonville, CA
7% off
Price is AU$7,042
AU$7,042
AU$1,006 per night
includes taxes & fees
Image gallery for Sunsets and ocean breezes await you! It's Summer at Seascape!
1010 out of 10 rating
Exceptional
(14 reviews)
Sunsets and ocean breezes await you! It's Summer at Seascape!
Aptos, CA
8% off
Price is AU$6,011
AU$6,011
AU$859 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windy Oaks Estate
Pacific View Treehouse
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Sunset Inn - Charming Beautiful Inn (Second Cabin)
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Oceanfront Home & Guesthouse - Panoramic Views
Sleeps 12 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
131 reviews(131 reviews)
Superb 1-Bedroom Beach Condo at Seascape Beach Resort in Aptos, CA
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
GREAT OCEAN VIEWS, LAST MINUTE DEAL, SUMMER DATES AVAILABLE - BEAUTIFUL HOME!!
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
160 reviews(160 reviews)
Ocean View Studio Condo at Seascape Resort
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
230 reviews(230 reviews)