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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

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.

9.2 out of 10, Wonderful, (13)
"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
Le Papillon on the beach
On the beach, sun loungers, beach towels

Le Papillon on the beach

10.0 out of 10, Exceptional, (34)
"Excellent place to stay. Beautiful property inside and out. Pretty much your own private beach. Communications with owner were answered promptly. We drank our morning coffee on the beautiful terrance overlooking the beach. We will definitely go to this place again."
Le Papillon on the beach
Minimalistic 2 bedroom apartment near Maho beach
Property grounds

Minimalistic 2 bedroom apartment near Maho beach

10.0 out of 10, Exceptional, (1)
Minimalistic 2 bedroom apartment near Maho beach
LimeTree Studio, Pelican Key
Outdoor dining

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
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
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
The price is AED 739
AED 1,585 total
includes taxes & fees
24 Mar - 25 Mar
OASIS Apartments 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)
"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
1 Apr - 2 Apr
Turquoise paradise, directly ON beach, gated w underground parking!
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, (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
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, (69)
"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
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 643
AED 1,064 total
includes taxes & fees
29 Mar - 30 Mar
1 bedroom with pool in Simpson Bay - GENERATOR
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
very nice condo full equiped
A heated pool

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
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
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
Spacious Simpsonbay Yachtclub apartment with pool
Outdoor pool

Spacious Simpsonbay Yachtclub apartment with pool

9.4 out of 10, Exceptional, (10)
"Love the location, pool and people!!!"
Spacious Simpsonbay Yachtclub apartment with pool
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
Pelican 2 bedr ocean view apt - shared pool
Pool

Pelican 2 bedr ocean view apt - shared pool

10.0 out of 10, Exceptional, (2)
"I booked Pelican for two of our Aqua Safari Adventures team who were working with clients. Jolanda was so helpful with all the booking and pretrip communciton. She was so easy to work with and I knew my team was in good hands. Here is what Andrea, my team mate who stayed on property had to say,"They (Jolanda & Chris) were lovely. Jolanda was so incredibility nice and helpful, and Chris who gave us the key and showed us around was also! The place was wonderful!" Bottom line next time we are...
Pelican 2 bedr ocean view apt - shared pool
Renovated Apartment with pool and ocean view#4
Outdoor pool

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

The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.4 out of 10, Exceptional, (19)
"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
Beach nearby, white sand, sun loungers, beach umbrellas

Simpson Bay Suites

3.5 star property
6.8 out of 10, (118)
"Very convenient and comfortable…"
The price is AED 496
AED 555 total
includes taxes & fees
16 Apr - 17 Apr
Simpson Bay Suites
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (22)
"Adrian and the manager were very accommodating and the stay was amazing. Close to everything and can walk to shops and restaurants. We got the 2 bedroom first floor unit and it was very clean and smell good. Definitely recommend to families, couples etc. "
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 130 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. 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. A terrace and a hot tub are on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 130 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.