Discover winter rentals Hollywood Beach - We found 2100 exact matches
About Hollywood Beach Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Hollywood Beach, 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 Hollywood Beach. 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 Hollywood Beach and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Hollywood Beach Winter Rentals
What are the top rated Winter Rentals in Hollywood Beach?
There are a lot of options in Hollywood Beach. If you plan on staying in the Hollywood Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hollywood Beach:
- Beachfront! Free Beach Chairs! Over 241 Five Star Reviews!
- Gulf- AND Lake-front balconies at beach resort
- OCEANFRONT, CORNER, CONDO IN 2-STORY COMPLEX, WRAP-AROUND BALCONY, PET FRIENDLY!
- OCEANFRONT! RIGHT ON THE BEACH! Free Beach Chairs! 149 5 Star Reviews!
- Ninth Floor, Ocean Side Livingroom! Beautifully Updated! Gated Community!
- 1st Floor! CELADON BEACH ~ $157/nt Sept 19-28 ~2 Private Parking Spaces~FREE Beach Chair Service!
- BEACHFRONT! FREE BEACH CHAIRS! LOW 9TH FLOOR! Over 146 Five Star Reviews!
- 1 Block to the Beach, Private POOL and FREE 6-Person golf cart!
- Gulf Front Getaway-Sleeps 12-On the Beach-Experienced, Heartfelt Host
- Celadon 15th private parking + Beach Chair Service!
How much does it cost to rent a place to stay near Hollywood Beach in the wintertime?
The average cost for winter rentals in Hollywood Beach is $436 per night. Vacation Cottage has a wide list of great winter places to stay near Hollywood Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Hollywood Beach that allow pets?
Yes, here are the top cottage/chalet rentals in Hollywood Beach that allow you to bring your pet or dog:
- New - Gulf Front - Private Pool - Hot Tub - 53 steps to the beach
- FREE GolfCart, Firepit, Bikes, Paddleboards, Beach, Private
- BEAUTIFUL CONDO ON THE BEACH, UNIT 1708
- Luxury Private Pool + 8-min Walk to Beach, Fast WiFi + Family Friendly
See all pet-friendly vacation rentals in Hollywood Beach on Vacation Cottage
Do you have any winter rentals in Hollywood Beach that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Hollywood Beach to find what works for you.
Are there winter accommodations in Hollywood Beach that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 2100 private swimming pools or indoor pools accommodations near Hollywood Beach along with other great amenities.
Do any winter holiday rentals in Hollywood Beach have hot tubs?
About 2100 holiday rentals in Hollywood Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Hollywood Beach?
Yes, there are many luxury places to stay in Hollywood Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Hollywood Beach with all the best amenities for your next trip.
