Simpson Bay Vacation Rentals

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Vacation Rentals in Simpson Bay

Our top choices for Simpson Bay vacation rentals

Simpson Bay Resort, Marina & Spa

4.0 star property
9.0 out of 10, Wonderful, (1342)
"Great place to stay with family. "
$116 nightly
The price is $121
Oct 6 - Oct 7
Total with taxes and fees
Simpson Bay Resort, Marina & Spa

The Morgan Resort Spa Village

4.0 star property
9.0 out of 10, Wonderful, (1850)
"Awesome resort"
$328 nightly
The price is $341
Oct 6 - Oct 7
Total with taxes and fees
The Morgan Resort Spa Village

The Villas at Simpson Bay Resort

4.0 star property
9.2 out of 10, Wonderful, (1238)
"Always the best spot to stay for location "
$122 nightly
The price is $128
Sep 27 - Sep 28
Total with taxes and fees
The Villas at Simpson Bay Resort

Hilton Vacation Club Flamingo Beach St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1221)
"Enjoyed our stay"
$102 nightly
The price is $108
Sep 21 - Sep 22
Total with taxes and fees
Hilton Vacation Club Flamingo Beach St. Maarten

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3.0 star property
8.4 out of 10, Very Good, (1005)
"Great place to stay. "
$110 nightly
The price is $114
Sep 17 - Sep 18
Total with taxes and fees
The Atrium Beach Resort and Spa, an Ascend Collection Resort

Baker's Suites

3.5 star property
9.2 out of 10, Wonderful, (668)
"The place was clean and the staff are friendly. Public transportation in walking distance and lots restaurants in the area. Its an ideal location. "
$123 nightly
The price is $129
Sep 15 - Sep 16
Total with taxes and fees
Baker's Suites

Commodore Suites

3.5 star property
8.6 out of 10, Excellent, (484)
"Great Location "
$144 nightly
The price is $151
Sep 15 - Sep 16
Total with taxes and fees
Commodore Suites

Mary's Boon Beach Resort & Spa

3.0 star property
8.6 out of 10, Excellent, (999)
"Mary's Boon is always a great place to stay."
$129 nightly
The price is $135
Sep 15 - Sep 16
Total with taxes and fees
Mary's Boon Beach Resort & Spa

Azure Hotel and Art Studio

3.0 star property
9.4 out of 10, Exceptional, (353)
"Ideal for walking out of your room and straight to the beach to go swimming in clear, calm water. Absolutely loved this place and the couple who own the hotel are very sweet. "
$122 nightly
The price is $128
Sep 26 - Sep 27
Total with taxes and fees
Azure Hotel and Art Studio

La Vista Hotel

3.0 star property
10.0 out of 10, Exceptional, (12)
"Great people, great time, there if you want and not if you want. "
La Vista Hotel

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

9.6 out of 10, Exceptional, (35)
"The beach was beautiful, rooms were clean and co"
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!

Cocovaa

2.5 star property
8.4 out of 10, Very Good, (49)
"I enjoyed my stay. "
Cocovaa

Travel Inn Hotel

3.0 star property
6.6 out of 10, (439)
"Older property in excellent location. Property was clean and safe. It is attached to a restaurant and in walking distance of many more."
$95 nightly
The price is $100
Sep 15 - Sep 16
Total with taxes and fees
Travel Inn Hotel

Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

10.0 out of 10, Exceptional, (1)
"We were on the beach, next to a wonderful restaurant, and able to walk along the beach nearly all by ourselves. We’ll be back! "
$189 nightly
The price is $189
Sep 15 - Sep 16
Total with taxes and fees
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!

10.0 out of 10, Exceptional, (2)
"Super easy process for checking in & out .Also , very friendly helpful staff !"
Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!

The Morgan Resort & Spa

2.0 star property
The Morgan Resort & Spa

Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

$195 nightly
The price is $195
Sep 15 - Sep 16
Total with taxes and fees
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

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

10.0 out of 10, Exceptional, (82)
"We have stayed at various islands and Mary Ellen and Matthews place is the BEST one. Easy 25 step walk to the beach. This place was the best by far. If we ever get back to this wonderful island I hope we can stay there again. Great condo guys!!!!"
Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool

BethsAida Boutique Hotel

3.0 star property
BethsAida Boutique Hotel

Xmas and New Years in St. Maarten!

Xmas and New Years in St. Maarten!
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.
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Top Simpson Bay Hotel Reviews

Find out more about Simpson Bay

Find out more about Simpson Bay

Everything you need to know about Simpson Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simpson Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpson Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simpson Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpson Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Simpson Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simpson Bay rentals

At Expedia, we put the best Simpson Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Simpson Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpson Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpson Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Simpson Bay?

Yes, we give you a choice of vacation rentals near top attractions in Simpson Bay, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and popular beaches in Simpson Bay. While you're here, grab a bite or have a drink at the top-notch restaurants and lively bars.

What are some of the best vacation home rentals that Simpson Bay has to offer?

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool : Visitors like this Simpson Bay vacation home rental. It is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Simpson Bay are Caribbean Sea Studio next to The Morgan Resort and White Sands Retreat - Beachside at Beacon Hill.

How many vacation rentals are there in Simpson Bay?

With 42 Expedia vacation rentals, you're sure to find just the right place for your Simpson Bay stay.

What’s there to see and do in Simpson Bay?

Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. Kim Sha Beach and Hollywood Casino are other places to visit while you're in town.

What’s a vacation rental in Simpson Bay like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Simpson Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.