Discover winter rentals Sunnyside - We found 967 exact matches
About Sunnyside Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Sunnyside, 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 Sunnyside. 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 Sunnyside and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Sunnyside Winter Rentals
What are the top rated Winter Rentals in Sunnyside?
There are a lot of options in Sunnyside. If you plan on staying in the Sunnyside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Sunnyside:
- Gulf- AND Lake-front balconies at beach resort
- Ninth Floor, Ocean Side Livingroom! Beautifully Updated! Gated Community!
- Upscale, Remodeled & Gulf-Front. Quiet West End PCB/30A. NO Crowds - Beach Svc!
- Fairview Cottage - Beautiful GULF FRONT home in Carillon Beach! Views from
- Blue Flamingo- Golf Cart inc, Desirable West End, Dog friendly, Deck
- "Coconut Telegraph" Gulf Front 5 Bd 4.5 Ba House In Carillon 2 Mi From Rosemary
- Directly on the Beautiful Beach & Gulf Water!
- Private Pool,Pet friendly,3 Blocks to Beach,5 Minutes to 30a and Pier Parknnnnnn
- 3 BDR 3 BTH + Bonus Bunk Area Beautifully Decorated Townhome with Amazing Views!
- Mellow Yellow! Exceptional 4BR Carillon Beach Home 2 Lots from Beach Boardwalk!
How much does it cost to rent a place to stay near Sunnyside in the wintertime?
The average cost for winter rentals in Sunnyside is $430 per night. Vacation Cottage has a wide list of great winter places to stay near Sunnyside that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Sunnyside that allow pets?
Yes, here are the top cottage/chalet rentals in Sunnyside that allow you to bring your pet or dog:
- Luxury Private Pool + 8-min Walk to Beach, Fast WiFi + Family Friendly
- Sweet Retreat
- Carillon Beach Inn by Vacasa
- Gorgeous beachfront condo, shared pool and beach access
See all pet-friendly vacation rentals in Sunnyside on Vacation Cottage
Do you have any winter rentals in Sunnyside that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Sunnyside to find what works for you.
Are there winter accommodations in Sunnyside that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 967 private swimming pools or indoor pools accommodations near Sunnyside along with other great amenities.
Do any winter holiday rentals in Sunnyside have hot tubs?
About 967 holiday rentals in Sunnyside boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Sunnyside?
Yes, there are many luxury places to stay in Sunnyside for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Sunnyside with all the best amenities for your next trip.
