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Live Oak Winter Rentals & Holiday Homes
Discover winter rentals Live Oak - We found 128 exact matches
When do you want to travel?
- Parking
- TV
- View
- Air Conditioner
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- Air Conditioner
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- Pool
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- Air Conditioner
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- Pet Friendly
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- View
- Security/Safety
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- Pet Friendly
- Pool
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- View
- Ocean View
- Air Conditioner
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- Pet Friendly
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- Balcony/Terrace
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- Ocean View
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- Pet Friendly
- Pool
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- View
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- Designated Smoking Area
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Frequently Asked Questions About Live Oak Winter Rental
What are the top rated Winter Rentals in Live Oak?
There are a lot of options in Live Oak. If you plan on staying in the Live Oak area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Live Oak:
- Delightfully Remodeled Beach Cottage with Ocean Views
- WANT TO GET AWAY FOR A FEW DAYS BUT DON’T WANT TO GO FAR, COME TO SANTA CRUZ
- Sweeping Ocean Views.Steps from Sandy Beaches
- Location, Location, Location! Gorgeous Twin Lakes Beach House, Steps to Harbor
- The Green House - Beautifully Handcrafted Home- 1.5 blocks to awesome beach
- Pacific Paradise steps from the Beach!
- Butterfly Beach House
- Amazing Gardens 5min to beach in 3bdr house
- Sunny and Large 3 Bedroom Family Beach House. 30 day rental
- Casa De Weeks
How much does it cost to rent a place to stay near Live Oak in the wintertime?
The average cost for winter rentals in Live Oak is $671 per night. Hiddenparadisebeachfrontresort has a wide list of great winter places to stay near Live Oak that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Live Oak that allow pets?
Yes, here are the top cottage/chalet rentals in Live Oak that allow you to bring your pet or dog:
- Bright and Colorful - Family Friendly! Short walk to the Best Beaches in Town!
- Gorgeous Santa Cruz Villa - Modern Beachside Paradise with NEW Hot Tub & Fast Wi-Fi
- Chaminade Resort & Spa
- Just steps from the beach - Awesome views! Perfect family beach house!
See all pet-friendly vacation rentals in Live Oak on Hiddenparadisebeachfrontresort
Do you have any winter rentals in Live Oak that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Live Oak to find what works for you.
Are there winter accommodations in Live Oak that have indoor swimming pools?
As of 2026, the data from Hiddenparadisebeachfrontresort shows that there are over 128 private swimming pools or indoor pools accommodations near Live Oak along with other great amenities.