- Sint Maarten
- Simpson Bay
- Simpson Bay Beach
- Holiday Homes
1698+ Simpson Bay Beach Holiday Rentals & Private Villas
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Find Family-Friendly Holiday Rentals in or near Simpson Bay Beach
Discover more than 1698 holiday rentals in Simpson Bay Beach. Casai holiday homes have everything you need to find a place to stay near Simpson Bay Beach, .
Whether you are looking for luxury villas in Simpson Bay Beach, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.
If you are planning to travel to Simpson Bay Beach with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Simpson Bay Beach for families, large parties, or private owner accommodations for long or short trips. Simpson Bay Beach Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Simpson Bay Beach with Casai. Casai makes it easy to compare and book holiday rentals today.
Frequently Asked Questions About Simpson Bay Beach Holiday 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 Holiday Home 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