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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

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.
Property grounds

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

9.4 out of 10, Exceptional, (17)
"The view from the terrace was amazing. Short walk to Maho. Host was very nice. Would stay here again."
Nice and cozy ocean front studio with private terrace. Short walk to beaches.
3 Bedrooms Duplex at Simpson Bay
Beach

3 Bedrooms Duplex at Simpson Bay

3 Bedrooms Duplex at Simpson Bay
The Horny Toad Guesthouse
Orchid | View from room

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
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (71)
"excellent property , very spacious and luxurious. fantastic experience with beautiful views and great proximity to the beach "
Top of the art penthouse on the beach - 4000 sq. ft of luxury
Minimalistic 2 bedroom apartment near Maho beach
Property grounds

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
Pool

Pelican 2 bedr ocean view apt - shared pool

10.0 out of 10, Exceptional, (3)
"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. Cozy retreat in excellent location!
Outdoor dining

LimeTree Studio, Pelican Key. Cozy retreat in excellent location!

9.8 out of 10, Exceptional, (9)
"Janet was very informative about the area , places to go and things to do . Janet is a very knowledgeable and helpful person done way more than anyone could ask her to do great place outside and in could not ask for more !"
LimeTree Studio, Pelican Key. Cozy retreat in excellent location!
Marina Views in the Heart of Simpson Bay
Smart TV, stereo, offices

Marina Views in the Heart of Simpson Bay

The price is AED 580
AED 1,235 total
includes taxes & fees
20 May - 21 May
Marina Views in the Heart of Simpson Bay
Turquoise paradise, directly ON beach, gated w underground parking!
Property grounds

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

9.8 out of 10, Exceptional, (20)
"Very clean, true to pictures. "
The price is AED 1,194
AED 1,612 total
includes taxes & fees
18 May - 19 May
Turquoise paradise, directly ON beach, gated w underground parking!
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
Beach/ocean view

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

9.4 out of 10, Exceptional, (18)
"Close to beaches, restaurant, and casino."
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
1 bedroom with pool in Simpson Bay - GENERATOR
Pool

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 411
AED 807 total
includes taxes & fees
18 May - 19 May
1 bedroom with pool in Simpson Bay - GENERATOR
Simpson Bay Sunshine Escape
Apartment | Beach

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
Pool

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
Beacon Hill Studio - Maho Beach - Simpson Baie Endroit idéal pour se détendre
Beach

Beacon Hill Studio - Maho Beach - Simpson Baie Endroit idéal pour se détendre

Beacon Hill Studio - Maho Beach - Simpson Baie Endroit idéal pour se détendre
very nice condo full equiped
A heated pool

very nice condo full equiped

10.0 out of 10, Exceptional, (18)
"We enjoyed our stay at Sun Risa.  The condo was very nice and everything we needed was provided.  The location made it very easy to get around and accessible to lots of venues.  The security at the condo made us feel very safe. We will definitely keep your condo in mind for future visits. Tom"
very nice condo full equiped
Spacious Simpsonbay Yachtclub apartment with pool
Outdoor pool

Spacious Simpsonbay Yachtclub apartment with pool

9.6 out of 10, Exceptional, (11)
"Nice property, good location"
Spacious Simpsonbay Yachtclub apartment with pool
Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.
Beach nearby, sun loungers, beach towels

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
Outdoor pool

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
Pool

OASIS Penthouse with private garden & shared pool -GENERATOR

OASIS Penthouse with private garden & shared pool -GENERATOR
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
Outdoor pool, sun loungers

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1023)
"Great place to stay"
The price is AED 473
AED 593 total
includes taxes & fees
15 Jun - 16 Jun
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.2 out of 10, Wonderful, (25)
"Great place to stay! "
The Hills Residence
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"Was an amazing stay definitely recommend this place ! "
Tradewinds at Simpson Bay
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 133 apartments in Simpson Bay for your vacation. Why not enjoy the array of shops and popular beaches in this romantic area? Make time to visit the region’s top sights such as Maho 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. Access to onsite laundry facilities is available on site. The Horny Toad Guesthouse: Free WiFi, outdoor space, and separate dining areas are included. Free parking and a fitness center are on site. OASIS Apartments Simpson Bay: Includes laundry facilities, free WiFi, and private balconies. Access to an outdoor pool is available on site. Turquoise paradise, directly ON beach, gated w underground parking!: Free WiFi, private balconies, and separate dining areas are included. Onsite laundry facilities and a terrace are on site. Top of the art penthouse on the beach - 4000 sq. ft of luxury: Includes laundry facilities, free WiFi, and private balconies. A fitness center and onsite laundry facilities are on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 133 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. Kim Sha Beach and Hollywood Casino are other places to visit while you’re in town.
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.