Discover winter rentals St. Augustine - We found 3431 exact matches
About St. Augustine Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in St. Augustine, FL perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in St. Augustine. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within St. Augustine and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About St. Augustine Winter Rentals
What are the top rated Winter Rentals in St. Augustine?
There are a lot of options in St. Augustine. If you plan on staying in the St. Augustine area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in St. Augustine:
- ~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~
- Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS
- Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 200 "5 STARS"
- St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
- A WOW! Pristine, private oceanfront. Luxury 7 unit boutique bldg. St Aug close
- Oceanfront Luxury Next To St Augustine Center - Quiet Vilano Beach, Dogs Welcome
- 6 Min. WALK TO THE BEACH! POOL & TENNIS INCL.-CLEAN 2BR, 2.5BA 5-star Reviews!
- Spacious and up to date - Flexible dates and prices!
- STEPS TO BEACH!POOLS,TENNIS,2BR/2BA VILLA,CLEAN,QUIET,WIFI 5STAR REVIEWS!
- GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach
How much does it cost to rent a place to stay near St. Augustine in the wintertime?
The average cost for winter rentals in St. Augustine is $352 per night. Vacation Cottage has a wide list of great winter places to stay near St. Augustine that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in St. Augustine that allow pets?
Yes, here are the top cottage/chalet rentals in St. Augustine that allow you to bring your pet or dog:
- Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS
- Stunning Ocean Views, Huge Patio, Heated Pool and Amenities!
- St Augustine Home Near Vilano Beach: Pets Welcome!
- Beautiful Newly Remodeled Home on River with Dock!n
See all pet-friendly vacation rentals in St. Augustine on Vacation Cottage
Do you have any winter rentals in St. Augustine that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in St. Augustine to find what works for you.
Are there winter accommodations in St. Augustine that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 3431 private swimming pools or indoor pools accommodations near St. Augustine along with other great amenities.
Do any winter holiday rentals in St. Augustine have hot tubs?
About 3431 holiday rentals in St. Augustine boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in St. Augustine?
Yes, there are many luxury places to stay in St. Augustine for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near St. Augustine with all the best amenities for your next trip.
