Holiday rentals near Windy Oaks Estate
We found 1,174 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:7 Nov - 14 Nov
Image gallery for Soquel Villa - 180 views of Monterey Bay w/ infinity pool, spa & movie theater
1010 out of 10 rating
Exceptional
(68 reviews)
Soquel Villa - 180 views of Monterey Bay w/ infinity pool, spa & movie theater
Soquel, CA
7% off
Price is S$18,723
S$18,723
S$2,675 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
7% off
Price is S$12,701
S$12,701
S$1,814 per night
includes taxes & fees
Image gallery for 2 Mi to Ocean: Pet-Friendly Abode in Aptos!
1010 out of 10 rating
Exceptional
(5 reviews)
2 Mi to Ocean: Pet-Friendly Abode in Aptos!
Aptos, CA
7% off
Price is S$3,165
S$3,165
S$452 per night
includes taxes & fees
Image gallery for Peaceful Place to Relax
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Peaceful Place to Relax
San Martin, CA
8% off
Price is S$4,968
S$4,968
S$710 per night
includes taxes & fees
Image gallery for Charming single-story home steps from the beach.
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Charming single-story home steps from the beach.
Aptos, CA
11% off
Price is S$3,753
S$3,753
S$536 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
(30 reviews)
10 Steps to the Sand…Capitola Beach Front at the mouth of the Wharf-Pet Friendly
Capitola, CA
8% off
Price is S$6,004
S$6,004
S$858 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
(51 reviews)
Blue Diamond@Monterey Dunes OCEANFRONT 3bed/3bath-sleeps 7 Monterey/Santa Cruz
Castroville, CA
14% off
Price is S$6,164
S$6,164
S$881 per night
includes taxes & fees
Image gallery for Pacific View Treehouse
1010 out of 10 rating
Exceptional
(13 reviews)
Pacific View Treehouse
Watsonville, CA
8% off
Price is S$5,081
S$5,081
S$726 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
(110 reviews)
Sweeping ocean views! Perfect for families, steps to sand, ping pong, Pickleball
Watsonville, CA
8% off
Price is S$9,930
S$9,930
S$1,419 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
(58 reviews)
Oceanfront Retreat at Pajaro Dunes. Beach Access, Hot Tub, BBQ, Pool Table.
Watsonville, CA
11% off
Price is S$10,731
S$10,731
S$1,533 per night
includes taxes & fees
Image gallery for Oceanfront Retreat Pajaro Dunes Beach, crashing wave views, private beach
1010 out of 10 rating
Exceptional
(14 reviews)
Oceanfront Retreat Pajaro Dunes Beach, crashing wave views, private beach
Watsonville, CA
8% off
Price is S$13,024
S$13,024
S$1,861 per night
includes taxes & fees
Image gallery for Cozy Creekside Cabin in Santa Cruz Mountains
1010 out of 10 rating
Exceptional
(30 reviews)
Cozy Creekside Cabin in Santa Cruz Mountains
Soquel, CA
8% off
Price is S$1,743
S$1,743
S$249 per night
includes taxes & fees
Image gallery for Charming guest house in Aptos-3 min walk to beach!+EV Charger.
1010 out of 10 rating
Exceptional
(5 reviews)
Charming guest house in Aptos-3 min walk to beach!+EV Charger.
Aptos, CA
15% off
Price is S$2,705
S$2,705
S$386 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 S$5,137
S$5,137
S$734 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 S$6,479
S$6,479
S$926 per night
includes taxes & fees
Image gallery for "2-bedroom Condo with Excellent Ocean View at Seascape Resort, Aptos"
1010 out of 10 rating
Exceptional
(133 reviews)
"2-bedroom Condo with Excellent Ocean View at Seascape Resort, Aptos"
Aptos, CA
19% off
Price is S$3,940
S$3,940
S$563 per night
includes taxes & fees
Image gallery for Aptos Home w/ Decks & Hot Tub - 2 Mi to Beach!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Aptos Home w/ Decks & Hot Tub - 2 Mi to Beach!
Aptos, CA
7% off
Price is S$4,067
S$4,067
S$581 per night
includes taxes & fees
Image gallery for Riverview Retreat Duplex-Captiola LOWER UNIT A
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Riverview Retreat Duplex-Captiola LOWER UNIT A
Capitola, CA
7% off
Price is S$5,035
S$5,035
S$719 per night
includes taxes & fees
Image gallery for Quaint Cabin in the Santa Cruz Mountains
1010 out of 10 rating
Exceptional
(15 reviews)
Quaint Cabin in the Santa Cruz Mountains
Soquel, CA
12% off
Price is S$1,864
S$1,864
S$266 per night
includes taxes & fees
Image gallery for Serene & Modern~ Ocean Front View~ 2 Bd 2 Bth~1st Fully Remodeled
1010 out of 10 rating
Exceptional
(81 reviews)
Serene & Modern~ Ocean Front View~ 2 Bd 2 Bth~1st Fully Remodeled
Watsonville, CA
7% off
Price is S$4,030
S$4,030
S$576 per night
includes taxes & fees
Image gallery for Welcome to Peace & Plenty! Newly remodeled 3 brm, house. 10 houses from sand!
1010 out of 10 rating
Exceptional
(93 reviews)
Welcome to Peace & Plenty! Newly remodeled 3 brm, house. 10 houses from sand!
Aptos, CA
8% off
Price is S$4,974
S$4,974
S$711 per night
includes taxes & fees
Image gallery for New, Centrally Located guest house with Modern Amenities and Private Hot Tub
9.09.0 out of 10 rating
Wonderful
(12 reviews)
New, Centrally Located guest house with Modern Amenities and Private Hot Tub
Salinas, CA
8% off
Price is S$1,803
S$1,803
S$258 per night
includes taxes & fees
Image gallery for Dog-OK at Capitola Vista #4
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Dog-OK at Capitola Vista #4
Capitola, CA
7% off
Price is S$3,343
S$3,343
S$478 per night
includes taxes & fees
Image gallery for Seascape Resort 2B Luxury Oceanview Villa, Steps From The Beach, 5 min to golf
9.49.4 out of 10 rating
Exceptional
(225 reviews)
Seascape Resort 2B Luxury Oceanview Villa, Steps From The Beach, 5 min to golf
Aptos, CA
12% off
Price is S$3,806
S$3,806
S$544 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
13 reviews(13 reviews)
Sunset Inn - Charming Beautiful Inn (Second Cabin)
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
127 reviews(127 reviews)
Superb 1-Bedroom Beach Condo at Seascape Beach Resort in Aptos, CA
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 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
164 reviews(164 reviews)
Jaw-Dropping Beach-Front Retreat!
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Cozy, Ocean Front Condo NEW Pickleball Courts
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
307 reviews(307 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value