- Sint Maarten
- Simpson Bay
- Simpson Bay Beach
- Winter Rental
Simpson Bay Beach Winter Rentals & Holiday Homes
Discover winter rentals Simpson Bay Beach - We found 603 exact matches
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About Simpson Bay Beach Winter Rental on Rent By Owner
Planning on a winter vacation in Simpson Bay Beach? Discover 603 places to stay in Simpson Bay Beach, 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 Simpson Bay Beach 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.
Simpson Bay Beach winter accommodation starts at AU $836, and the most popular properties in Simpson Bay Beach 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 Simpson Bay Beach, 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 Simpson Bay Beach and unlock even more amazing deals.
Frequently Asked Questions About Simpson Bay Beach Winter Rentals
There are a lot of options in Simpson Bay Beach. If you plan on staying in the Simpson Bay 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 Simpson Bay Beach:
- Oasis@The Cliff: Beachfront Luxury Experience!
- Anchor House - Direct Oceanfront - Luxury & Modern Style
- 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!
- Spectacular View Ocean Front w/New Furnishings On Private Beach!
- Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
- Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
- FLASH SALE June-Oct. 2025! Tropical Gem! Ocean+Beach+Garden Views + MANY PERKS!
- LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
- Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurantn
- Top of the art penthouse on the beach - 4000 sq. ft of luxury
- 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 Simpson Bay Beach on Rent By Owner