Compare Vacation Rentals & Rent By Owner Homes in Flamingo Beach, Simpson Bay, Sint Maarten
About Flamingo Beach Vacation Rentals
With more than 1800 Flamingo Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Flamingo Beach.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Flamingo Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Flamingo Beach. Places to stay near Flamingo Beach are 860.01 ft² on average, with prices averaging CA $705 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Flamingo Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Flamingo Beach?
What are the top vacation 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
- 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!
- Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurantn
How many Rentbyowner vacation rentals are available in Flamingo Beach?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1800 in the Flamingo Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Flamingo Beach.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Maho Vacation Rentals in Simpson Bay | 514 |
| Pelican Key Vacation Rentals in Simpson Bay | 119 |
| Indigo Bay Vacation Rentals in Simpson Bay | 58 |
| Belair Vacation Rentals in Simpson Bay | 37 |
| St. Peters Vacation Rentals in Simpson Bay | 824 |
| Cay Bay Vacation Rentals in Simpson Bay | 1010 |
| Vineyard Vacation Rentals in Simpson Bay | 780 |
| Almond Grove Vacation Rentals in Simpson Bay | 1024 |
| Madame's Estate Vacation Rentals in Simpson Bay | 1054 |
| Middle Region Vacation Rentals in Simpson Bay | 828 |
| South Reward Vacation Rentals in Simpson Bay | 1082 |
| Fort William Vacation Rentals in Simpson Bay | 1015 |
