- Sint Maarten
- Simpson Bay
- Flamingo Beach
- Winter Rental
Flamingo Beach Winter Rentals & Holiday Homes
Discover winter rentals Flamingo Beach - We found 620 exact matches
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About Flamingo Beach Winter Rental on Varoom
Planning on a winter vacation and need a place to stay in Flamingo Beach? Discover 620 places to stay in Flamingo Beach, for those traveling with their family, friends, or in large groups.
At Varoom, we feature a wide range of listings for accommodations in Flamingo Beach that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Varoom winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow, or running to it, Varoom can connect you to the best cabins, bungalows, and rent by owner homes as well as best places to stay in both sun and ski resorts. Varoom will make your winter trip memorable.
Varoom offers a great deal for travelers planning on renting a place in Flamingo Beach, to enjoy these benefits and to book your winter vacation homes, go to Varoom 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 Flamingo Beach and unlock even more amazing deals.
Frequently Asked Questions About Flamingo Beach Winter Rentals
There are a lot of options in Flamingo Beach. If you plan on staying in the Flamingo 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 Flamingo Beach:
- Oasis@The Cliff: Beachfront Luxury Experience!
- Anchor House - Direct Oceanfront - Luxury & Modern Style
- Beautiful beachfront at The Villas On Great Bay
- The CLIFF - Renovated Condo in a Luxury Beachfront Resort with Spa - Restaurant
- Spectacular View Ocean Front w/New Furnishings On Private Beach!
- FLASH SALE June-Oct. 2025! Tropical Gem! Ocean+Beach+Garden Views + MANY PERKS!
- Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
- LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
- Top of the art penthouse on the beach - 4000 sq. ft of luxury
- WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- Oasis@The Cliff: Beachfront Luxury Experience!
- Blue Sanctuary
- Sonesta Ocean Point All Inclusive, Adults Only Resort
- Anchor House - Direct Oceanfront - Luxury & Modern Style
See all pet-friendly vacation rentals in Flamingo Beach on Varoom
About 620 holiday rentals in Flamingo Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include: