Discover winter rentals Dunedin - We found 210 exact matches
About Dunedin Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Dunedin, 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 Dunedin. 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 Dunedin and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Dunedin Winter Rentals
What are the top rated Winter Rentals in Dunedin?
There are a lot of options in Dunedin. If you plan on staying in the Dunedin area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Dunedin:
- Cozy Downtown Dunedin Cottage Near Beaches + Breweries
- Cozy and roomy cottage
- Condor Nest-private home-walk to downtown & the water! nNew heated POOL!
- Charming Cottage Downtown + near Waterfront
- Waterfront Spectacular views condo-hotel studio
- Cottage by the gulf
- A rental that lets you live like a local - only better.
- Grove Keeper Cottage unit has a tree house atmosphere
- Exceptionally Clean Comfy King Beds 1 Mi 2 Honeymoon Island Beach Pass Included
- Downtown Dunedin B&B - Rustic Cabin Studio with Heated Pool
How much does it cost to rent a place to stay near Dunedin in the wintertime?
The average cost for winter rentals in Dunedin is $301 per night. Vacation Cottage has a wide list of great winter places to stay near Dunedin that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Dunedin that allow pets?
Yes, here are the top cottage/chalet rentals in Dunedin that allow you to bring your pet or dog:
- Amazing one bed/bath apartment tucked away and private! One block from water!
- Pink Flamingo
- Beso Del Sol Resort
- Heated Pool, Hot Tub, Bikes, Minutes to Clearwater Beach & Honeymoon Island!
See all pet-friendly vacation rentals in Dunedin on Vacation Cottage
Do you have any winter rentals in Dunedin that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Dunedin to find what works for you.
Are there winter accommodations in Dunedin that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 210 private swimming pools or indoor pools accommodations near Dunedin along with other great amenities.
Do any winter holiday rentals in Dunedin have hot tubs?
About 210 holiday rentals in Dunedin boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Dunedin?
Yes, there are many luxury places to stay in Dunedin for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Dunedin with all the best amenities for your next trip.
