Discover winter rentals Hillcrest - We found 523 exact matches
About Hillcrest Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Hillcrest, 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 Hillcrest. 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 Hillcrest and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Hillcrest Winter Rentals
What are the top rated Winter Rentals in Hillcrest?
There are a lot of options in Hillcrest. If you plan on staying in the Hillcrest area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hillcrest:
- BEAUTIFUL FULLY RENOVATED HOUSE ONLY MINUTES FROM THE BEACH!
- Luxury Dwntwn Condo In The Sky – 1 Mile To Beach – King Bed – W/D – 3 Balconies
- Tropical Paradise in Hollywood FL
- Super Modern ~3 miles to Beach~ Large Yard/Patio & BBQ
- Elegant & Cozy Heated Pool/5 min to Beach/GameRoom
- Villa Bianco ☀️Spacious Luxury 5 bed 3.5 bath ☀️New Pool & BBQ ☀️Aventura Mall
- LUXE ZEN WATER King Heated Pool,Hot Spot
- Ideally located home with enclosed pool, grill, W/D, & AC - snowbird-friendly
- Modern 5⭐ HOME just 6-Min to Beach🏖️ +FREE Rental Car + FREE WATERSPORTS🌊 !
- Centrally Located 4BD Oasis w/Pool & Movie Patio
How much does it cost to rent a place to stay near Hillcrest in the wintertime?
The average cost for winter rentals in Hillcrest is $446 per night. Vacation Cottage has a wide list of great winter places to stay near Hillcrest that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Hillcrest that allow pets?
Yes, here are the top cottage/chalet rentals in Hillcrest that allow you to bring your pet or dog:
- Luxury Dwntwn Condo In The Sky – 1 Mile To Beach – King Bed – W/D – 3 Balconies
- The Palms Villa with Cinema, Game Table, Pool, Jacuzzi , Giant Chess, 8 Beds
- Stunning 3-bed House in Hollywood With hot tub
- Super Modern ~3 miles to Beach~ Large Yard/Patio & BBQ
See all pet-friendly vacation rentals in Hillcrest on Vacation Cottage
Do you have any winter rentals in Hillcrest that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Hillcrest to find what works for you.
Are there winter accommodations in Hillcrest that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 523 private swimming pools or indoor pools accommodations near Hillcrest along with other great amenities.
Do any winter holiday rentals in Hillcrest have hot tubs?
About 523 holiday rentals in Hillcrest boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Hillcrest?
Yes, there are many luxury places to stay in Hillcrest for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Hillcrest with all the best amenities for your next trip.
