Book resorts with pools in Simpson Bay

Experience the ultimate relaxation at vacation resorts with pools in Simpson Bay

Vacation resorts with pools in Simpson Bay offer the perfect blend of luxury, relaxation, and family fun. Nestled along the stunning Caribbean coastline, these resorts provide a serene escape where you can unwind by the water while enjoying breathtaking beach views. Families can take advantage of spacious accommodations and enjoy quality time together, making lasting memories in a tropical paradise. With a variety of amenities and activities right at your doorstep, your stay in Simpson Bay will be filled with adventure and relaxation, making it an ideal choice for your next getaway.

Our top choices for a great stay

Great view of Sunset

Great view of Sunset

Stay at this resort in Simpson Bay. Enjoy balconies. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Opens in a new windowGreat view of Sunset
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!

Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!

Book a stay at this beach resort in Simpson Bay. Enjoy a beach locale, balconies, and an in-room coffeemaker. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9.4/10 Exceptional! (39 reviews)
Opens in a new windowFlamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool

Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Orient Bay Beach and Maho Beach are located nearby.
9.8/10 Exceptional! (58 reviews)
Opens in a new windowAmazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
$114 nightly
The price is $119 total per night from Oct 12 to Oct 13
$119 total
Oct 12 - Oct 13
Total with taxes and fees
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9/10 Wonderful! (1,259 reviews)
Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
$325 nightly
The price is $338 total per night from Oct 5 to Oct 6
$338 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this 4-star spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
8.8/10 Excellent! (1,849 reviews)
Opens in a new windowThe Morgan Resort Spa Village
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
$163 nightly
The price is $171 total per night from Oct 28 to Oct 29
$171 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
9/10 Wonderful! (1,124 reviews)
Opens in a new windowHilton Vacation Club Royal Palm St. Maarten
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
$121 nightly
The price is $126 total per night from Oct 19 to Oct 20
$126 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
8.8/10 Excellent! (1,366 reviews)
Opens in a new windowSimpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
$148 nightly
The price is $155 total per night from Oct 8 to Oct 9
$155 total
Oct 8 - Oct 9
Total with taxes and fees
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
9.2/10 Wonderful! (1,261 reviews)
Opens in a new windowThe Villas at Simpson Bay Resort
Xmas and New Years in St. Maarten!

Xmas and New Years in St. Maarten!

Stay at this resort in Simpson Bay. Enjoy a beach locale, cable/satellite TV service, and air conditioning. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Opens in a new windowXmas and New Years in St. Maarten!
Simpson Bay Beach Resort/Marina offers it all for the perfect Caribbean vacation

Simpson Bay Beach Resort/Marina offers it all for the perfect Caribbean vacation

Stay at this resort in Simpson Bay. Enjoy cable/satellite TV service, air conditioning, and an outdoor pool. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Opens in a new windowSimpson Bay Beach Resort/Marina offers it all for the perfect Caribbean vacation
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose resorts with pools in Simpson Bay for your family retreat?

Choosing a family resort with pools in Simpson Bay can elevate your vacation experience beyond what traditional hotels offer. These resorts typically provide a variety of amenities tailored for families, including expansive outdoor spaces, dedicated kids' pools, and fun water features that encourage play and exploration. The luxury of having a pool right outside your door allows for spontaneous swim sessions and relaxation, making it easy to enjoy quality family time without the hassle of crowds. While hotels can offer great service and comfort, vacation resorts with pools foster a more laid-back atmosphere where your family can bond over poolside games, barbecues, and lazy afternoons. Plus, with direct access to the beach and nearby outdoor activities, these resorts create the perfect environment for adventure and relaxation, ensuring a well-rounded family getaway in the beautiful setting of Simpson Bay.