Flagler County Winter Rentals & Holiday Homes
Discover winter rentals Flagler County - We found 1240 exact matches
About Flagler County Winter Rental on PetFriendly
Need a pet friendly hotel, resort, or rental for your next winter vacation in Flagler County? Explore 1240 places to stay in Flagler County, for all of your winter travels with your family, friends or a solo escape from your daily life buzz.
At PetFriendly, we offer diverse kinds of hotels, resorts, and private villas Flagler County, FL perfect for your seasonal escape and family getaways including your pets’. Our listings include vacation homes, cabins, 5-star hotels, condos, villas, all-inclusive resorts, or pet-friendly apartments that you would love. Pet-friendly winter vacation homes have the best amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Flagler County winter accommodation starts at US $452, and the most popular properties in Flagler County are vacation homes, bungalows, cabins, and all-inclusive resorts. Experience the cold with our many hotels, ski resorts, private chalets, and cabins available for rent. PetFriendly offer both short term and long-term stays for anyone who wants to make their winter trip memorable.
PetFriendly is the best place for anyone traveling with their pets who is looking to rent a place in Flagler County, want these benefits for yourself? Click the PetFriendly filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from the long list of winter vacation rentals without hassle. All our winter homes are the best. Our interactive map is also available, to view all places to stay in or around Flagler County and unlock even more amazing deals.
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Frequently Asked Questions About Flagler County Winter Rentals
There are a lot of options in Flagler County. If you plan on staying in the Flagler County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Flagler County:
- 5 Bedroom Luxury Gated Ocean View Home with Amenities
- Cinnamon Beach Signature Oceanfront Fourth Floor# 443, Dog Friendly
- Spectacular Ocean-View Home/1 minute walk to beach
- OWNER OPERATED/5 STAR REVIEWS 3 Bedroom/2 Bath
- Direct Oceanfront Paradise with Gigabit Internet and 55” 4K Streaming TV!
- Beachfront 2 Apartments 1 House Nature all around, just 25 steps to Ocean water
- Tranquil Canal Oasis in Palm Coast
- Palm Coast Luxury | Pool, Spa, Elevator, and Views
- Beachfront Spanish Style Landmark 3 Bedroom 2 bath House
- Home in Cinnamon Beach with private heated pool! Endless Summer is the one!
- Newly built in 2025, Ocean+Lake Views, Heated Pool/Hot Tub, Steps from the Beach
- Cozy and Cute!
- Cinnamon Beach 8 by Distinctive Beach Rentals
- Heated Pool Coffee Bar Outdoor Oasis - Grill
See all pet-friendly vacation rentals in Flagler County on PetFriendly
About 1240 holiday rentals in Flagler County boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

























