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Compare 136 Apartments in Simpson Bay with updated reviews, rates, and availability.

Nice and cozy ocean front studio with private terrace. Short walk to beaches.

9.2 out of 10, Wonderful, (14)
"Property is in a safe quiet part of the island and still walking distance to all the Maho activity and nearby beaches. The balcony is private and has phenomenal views of the sunset. At night you can fall asleep to the sound of the ocean outside. Best sleep I've had in ages.The interior is light, clean and comfortable.Will definitely stay here again!"
Nice and cozy ocean front studio with private terrace. Short walk to beaches.

3 Bedrooms Duplex at Simpson Bay

3 Bedrooms Duplex at Simpson Bay

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (52)
"We will continue to come back! Beautiful beach, friendly and accommodating hosts, all the amenities you need, perfect distance to everything . The host was so welcoming and made us feel like a part of the family the second we arrived until we left!! "
The Horny Toad Guesthouse

Top of the art penthouse on the beach - 4000 sq. ft of luxury

10.0 out of 10, Exceptional, (70)
"Le Papillon Penthouse is exactly as it is presented - beautiful, spacious, clean and full of amenities. The manager and owner were responsive and always helpful.We stayed with our adult children and their significant other. There was plenty of space for the six of us!It is located on the most beautiful beach on the island...you won't want or need to leave! Catamaran excursions came to our beach every day it is so beautiful. We had beach chairs/lounges available, beach towels and plenty of...
Top of the art penthouse on the beach - 4000 sq. ft of luxury

Minimalistic 2 bedroom apartment near Maho beach

10.0 out of 10, Exceptional, (2)
"Great place. Nice and quite with beaches close "
Minimalistic 2 bedroom apartment near Maho beach

Pelican 2 bedr ocean view apt - shared pool

10.0 out of 10, Exceptional, (2)
"Clean home with nice views. Pool overlooking the beach. House had everything we needed for a comfortable week stay. Check in was easy, met us at the home. Nice location with many choices of restaurants nearby. "
Pelican 2 bedr ocean view apt - shared pool

LimeTree Studio, Pelican Key

9.8 out of 10, Exceptional, (8)
"This property had everything I needed to make my stay in Sint Marten to crew in the Heineken Regatta. Very comfortable, very clean and in a safe neighborhood. Thanks so much for the great stay!"
LimeTree Studio, Pelican Key

Marina Views in the Heart of Simpson Bay

The price is AED 801
AED 1,325 total
includes taxes & fees
14 Apr - 15 Apr
Marina Views in the Heart of Simpson Bay

Turquoise paradise, directly ON beach, gated w underground parking!

9.8 out of 10, Exceptional, (20)
"This is the perfect place to stay location wise and with the beach views! Also there is a/c in each room which is super nice! "
The price is AED 1,451
AED 1,906 total
includes taxes & fees
6 Apr - 7 Apr
Turquoise paradise, directly ON beach, gated w underground parking!

OASIS Apartments Simpson Bay

4.0 star property
The price is AED 739
AED 1,585 total
includes taxes & fees
15 Apr - 16 Apr
OASIS Apartments Simpson Bay

Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private

9.4 out of 10, Exceptional, (17)
"Suited our needs well given just two of us. Lovely sunset views. Very quiet space. Felt very safe. Would recommend renting a car (although we didn’t)."
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private

1 bedroom with pool in Simpson Bay - GENERATOR

10.0 out of 10, Exceptional, (1)
"Communication with the host was very easy. The location is outstanding and the facility has every amenity. You can imagine. I highly recommend this property and can’t wait to visit again."
The price is AED 496
AED 906 total
includes taxes & fees
6 Apr - 7 Apr
1 bedroom with pool in Simpson Bay - GENERATOR

Simpson Bay Sunshine Escape

3.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing spot. Like having your own private beach next to a condo. Not crowded at all yet easy access to spots to eat up the beach or a short walk/drive away. If we ever come back to SXM we absolutely will stay here. "
Simpson Bay Sunshine Escape

New! Apartment with pool and ocean view #3

2.0 star property
9.4 out of 10, Exceptional, (3)
"Isa the host was very accommodating and communicated well via What's APP. The room was clean and had many amenities. It is in a very quiet neighborhood and only 6 units share the little pool. We left for most of the day so didn't see other guests very often."
New! Apartment with pool and ocean view #3

very nice condo full equiped

10.0 out of 10, Exceptional, (18)
"Loved this property. The walk up the hill was intimidating at first but by day 2 we were used to it. Bigger than it looks in the photos. Fully stocked and the washer/dryer was such a bonus!"
very nice condo full equiped

Spacious Simpsonbay Yachtclub apartment with pool

9.6 out of 10, Exceptional, (11)
"Was a great location and we had amazing vacation would definitely stay again "
Spacious Simpsonbay Yachtclub apartment with pool

Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.

10.0 out of 10, Exceptional, (53)
"Perfect location in Simpson Bay, 2 steps from the beach. Lovely upper patio to watch sunsets. Owners very friendly and helpful!"
Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.

Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life

10.0 out of 10, Exceptional, (4)
"We had a great stay. Clean property that is located close to many restaurants in Simpson Bay. Loved that the pool was only a few steps from patio door. Pool was very clean. Host was super easy to communicate with. We'd stay again!"
Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life

OASIS Penthouse with private garden & shared pool -GENERATOR

OASIS Penthouse with private garden & shared pool -GENERATOR

Renovated Apartment with pool and ocean view#4

Renovated Apartment with pool and ocean view#4
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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Other property types in Simpson Bay

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1003)
"This is an excellent option to stay in the island, peaceful area, very beautiful property with very good services and daily events for entertainment. Highly recommended."
The price is AED 660
AED 789 total
includes taxes & fees
3 May - 4 May
Hilton Vacation Club Royal Palm St. Maarten

The Hills Residence

3.0 star property
9.4 out of 10, Exceptional, (21)
"I loved staying at The Hills because it was very centric, easy to move around. The property has an amazing view with a pool, beautiful decor comfortable bed. I love it all. I will recommend it. I am staying here again. "
The Hills Residence

Simpson Bay Suites

3.5 star property
6.8 out of 10, (120)
"10 out of 10 "
The price is AED 496
AED 555 total
includes taxes & fees
16 Apr - 17 Apr
Simpson Bay Suites
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.

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 131 apartments in Simpson Bay for your vacation. Why not enjoy the array of shops and popular beaches in this romantic area? Take time to visit some favorite places in the larger area like Maho Beach and Orient Bay Beach.
Are you thinking about apartments over traditional hotel rooms?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.
What's the best apartment for my stay in Simpson Bay?
Nice and cozy ocean front studio with private terrace. Short walk to beaches.: Includes free WiFi, private patios, and Smart TVs. The Horny Toad Guesthouse: Free WiFi, outdoor space, and separate dining areas are included. Free parking and a fitness center are on site. Turquoise paradise, directly ON beach, gated w underground parking!: Includes free WiFi, private balconies, and separate dining areas. Access to a terrace is available on site. OASIS Apartments Simpson Bay: Laundry facilities, free WiFi, and private balconies are included. Access to an outdoor pool is available on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 131 apartments to book in Simpson Bay.
What can I expect from the weather during my trip to Simpson Bay?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Simpson Bay. The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches.
What are the must-see places to visit in Simpson Bay?
Simpson Bay is well regarded for its beaches and shops. Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Maho Beach and Orient Bay Beach in the larger area.
What's the best way to get to and around Simpson Bay?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Princess Juliana Intl. Airport (SXM), which is located 1.1 mi (1.8 km) from the heart of the city. Otherwise, you can search for flights to Grand Case (SFG-L’Esperance), which is 5.5 mi (8.8 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.