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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Simpson Bay and around

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, (75)
"Amazing property Fantastic location Incredible views Great getaway "
Top of the art penthouse on the beach - 4000 sq. ft of luxury
A curated two bedroom suite near Maho beach.
Fridge, microwave, oven, stovetop

A curated two bedroom suite near Maho beach.

10.0 out of 10, Exceptional, (2)
"Great place. Nice and quite with beaches close "
A curated two bedroom suite near Maho beach.
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, (18)
"Easy, no hassle accommodation. Short walk tl Maho beach, bars and shopping. Functional suite with a fabulous view"
Nice and cozy ocean front studio with private terrace. Short walk to beaches.
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
Marina Views in the Heart of Simpson Bay
Smart TV, stereo, offices

Marina Views in the Heart of Simpson Bay

The price is €303
includes taxes & fees
8 Sept - 9 Sept
Marina Views in the Heart of Simpson Bay
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)
"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. Cozy retreat in excellent location!
Renovated Apartment with pool at the garden #6
Outdoor pool

Renovated Apartment with pool at the garden #6

2.0 star property
Renovated Apartment with pool at the garden #6
The Horny Toad Guesthouse
Orchid | View from room

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (53)
"We like it being beachfront, wide verandas, spacious unit, host and staff were excellent!"
The Horny Toad Guesthouse
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! "
Turquoise paradise, directly ON beach, gated w underground parking!
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."
1 bedroom with pool in Simpson Bay - GENERATOR
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay
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)
New! Apartment with pool and ocean view #3
New ! Apartment with swimming pool and ocean view #1
Outdoor pool

New ! Apartment with swimming pool and ocean view #1

2.0 star property
New ! Apartment with swimming pool and ocean view #1
Newly Renovated apartment with swimming pool and ocean view #3
Interior

Newly Renovated apartment with swimming pool and ocean view #3

2.0 star property
10.0 out of 10, Exceptional, (2)
"Would return. "
Newly Renovated apartment with swimming pool and ocean view #3
Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR
Beach

Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR

10.0 out of 10, Exceptional, (3)
"I’d you’re looking for a clean, well kept property walking distance to just about everything in Simpson Bay and great service. This is your spot. "
Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR
Le Papillon on the beach
On the beach, sun-loungers, beach towels

Le Papillon on the beach

10.0 out of 10, Exceptional, (37)
"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
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
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)
"This condo was excellent. Lap pool very clean. Excellent location"
Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life
Ocean Edge Blue Water Beach condo (Newly renovated)
On the beach

Ocean Edge Blue Water Beach condo (Newly renovated)

10.0 out of 10, Exceptional, (1)
"Amazing rental! Beautiful spot. Great host! "
Ocean Edge Blue Water Beach condo (Newly renovated)
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
Property grounds

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

9.4 out of 10, Exceptional, (18)
"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
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"This was my 3rd stay there. It was as marvelous as my 1st and 2nd. The beach was wonderful and breakfast was great."
Tyrone 6-night trip
Posted 8 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
There are 140 apartments to choose from in Simpson Bay for your trip. Why not enjoy the array of shops and popular beaches in this romantic area? Discover the region's favourite sights such as Orient Bay Beach.
Are you considering an apartment instead of a traditional hotel?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for solo travellers 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?
Below is a favourite apartment to consider: The Horny Toad Guesthouse: Includes free WiFi, a balcony and a dining area . Free parking and a fitness centre are on site .
How many apartments can I expect to find in Simpson Bay?
Expedia has 140 apartments to book in Simpson Bay.
What can I expect from the weather when I travel to Simpson Bay?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Simpson Bay. The hottest months are usually September and August, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Simpson Bay is 931 mm.
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 save you time when you get to your destination. Fly into Philipsburg (SXM-Princess Juliana Intl.), which is located 1.1 mi (1.8 km) away from the city centre. You can also search for flights into 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 explore more sights.