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Maple Leaf Winter Rentals & Holiday Homes
Discover winter rentals Maple Leaf - We found 177 exact matches
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About Maple Leaf Winter Rental on Rent By Owner
Planning on a winter vacation in Maple Leaf? Discover 177 places to stay in Maple Leaf, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Rent By Owner, we have a wide range of listings for accommodations in Maple Leaf, FL that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Maple Leaf winter accommodation starts at AU $351, and the most popular properties in Maple Leaf are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.
Rent By Owner offers a great deal for travelers planning on renting a place in Maple Leaf, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Maple Leaf and unlock even more amazing deals.
Frequently Asked Questions About Maple Leaf Winter Rentals
There are a lot of options in Maple Leaf. If you plan on staying in the Maple Leaf area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Maple Leaf:
- Sunny South-Facing Salt & Heated Pool Spa on FISHING Lake FallWinter 25-26 Avail
- Jan2026 open luxury waterfront pool villa. Low fall rates
- It's always a beautiful day in SW Florida! Sizzling hot summer deals!
- 2 Bedrooms Private Vacation Home In Port Charlotte
- Infinity Pool LARGE Home on Fishing Lake — ALL NEW —Fall Winter 25-26 Available
- Heated Pool + Chef's Kitchen: Port Charlotte Home!
- Rager's BnB Suite
- Heated Saltwater Pool, Year-Round Swimming, Spacious 3 Bedroom Gorgeous Home!
- NEW HOME, PRIVATE POOL & SPA IN QUIET NEIGHBORHOOD GREAT FOR FAMILIES
- Exceptional Lakefront Property with Updated Interior in Punta Gorda
- Oasis Getaway: Pool, Patio & BBQ Under the Stars
- Peace River Waterfront Luxury Living - 5-BD w Pool
- Family Lake Front Getaway, Heated Pool Dock/Kayak
- Jan2026 open luxury waterfront pool villa. Low fall rates
See all pet-friendly vacation rentals in Maple Leaf on Rent By Owner