Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Simpson Bay
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Amazing views
Countryside
Beachfront
Lake
Luxe
Chef's kitchens
Design
Rooms
Islands
Play
Cabins
Lakefront
Grand pianos
New
Tiny homes
National parks
Beach
Surfing
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; Over 1,000 places in Simpson Bay
Over 1,000 places in Simpson Bay
Guest favorite
Guest favorite
Apartment in Simpson Bay
The Bay at Palm Beach
2 beds
2 beds
May 20 – 25
May 20 – 25
$169
night
$169 per night
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Guest favorite
Guest favorite
Apartment in Simpson Bay
The Beach House Apartment
On the beach
On the beach
Kayak
,
·
Kayak
Sea views
,
·
Sea views
Jul 1 – 6
Jul 1 – 6
$249
night
$249 per night
5.0 out of 5 average rating, 168 reviews
5.0 (168)
Guest favorite
Guest favorite
Condo in Simpson Bay
Studio on the water in the Simpson Bay Yacht Club
Lake views
Lake views
Apr 1 – 6
Apr 1 – 6
$144
night
$144 per night
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Guest favorite
Guest favorite
Guesthouse in Simpson Bay
Simpson Bay Beach Apartment. Topdeck. Ocean View
1 queen bed
1 queen bed
Apr 9 – 14
Apr 9 – 14
$158
night
$158 per night
4.96 out of 5 average rating, 96 reviews
4.96 (96)
Home in Simpson Bay
Townhouse Villa LX
5 beds
5 beds
Apr 5 – 10
Apr 5 – 10
$500
night
$500 per night
New place to stay
New
Guest favorite
Guest favorite
Condo in Simpson Bay
The Beach Condo
2 king beds
2 king beds
May 18 – 23
May 18 – 23
$299
night
$299 per night
5.0 out of 5 average rating, 51 reviews
5.0 (51)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Top of the art penthouse
Kayak
Kayak
Sea and bay views
,
·
Sea and bay views
Apr 18 – 23
Apr 18 – 23
$650
$545
night
$545 per night, originally $650
4.96 out of 5 average rating, 93 reviews
4.96 (93)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
On the beach
On the beach
Ocean views
,
·
Ocean views
Apr 6 – 11
Apr 6 – 11
$740
night
$740 per night
5.0 out of 5 average rating, 53 reviews
5.0 (53)
Guest favorite
Guest favorite
Condo in Simpson Bay
OCEAN FRONT Steps From BEACH!
2 king beds
2 king beds
Apr 7 – 12
Apr 7 – 12
$343
night
$343 per night
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beachfront 2 BDR modern condo
Apr 8 – 13
Apr 8 – 13
$295
night
$295 per night
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favorite
Guest favorite
Condo in Simpson Bay
Encanto -2BR beachfront w/pool & gorgeous sunsets!
3 beds
3 beds
Jul 11 – 16
Jul 11 – 16
$271
night
$271 per night
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favorite
Guest favorite
Apartment in Cole Bay
Royal Palm Hilton SXM
3 beds
3 beds
May 6 – 11
May 6 – 11
$247
night
$247 per night
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beachfront Caribbean Breeze in Paradise, SXM
2 king beds
2 king beds
Apr 7 – 12
Apr 7 – 12
$297
night
$297 per night
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beachside Escape
3 beds
3 beds
May 4 – 9
May 4 – 9
$350
night
$350 per night
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Vista Blue-Newly Renovated
4 beds
4 beds
Apr 30 – May 5
Apr 30 – May 5
$405
night
$405 per night
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favorite
Guest favorite
Villa in Philipsburg
Villa Dream View Belair Sint Maarten SXM
4 beds
4 beds
Sep 2 – 7
Sep 2 – 7
$399
night
$399 per night
4.99 out of 5 average rating, 219 reviews
4.99 (219)
Guest favorite
Guest favorite
Apartment in Simpson Bay
HARMONY HAVEN on Simpson Bay Beach Beacon Hill
On the beach
On the beach
Apr 1 – 6
Apr 1 – 6
$950
night
$950 per night
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favorite
Guest favorite
Villa in Simpson Bay
Waterfront "BONJOUR" Beacon Hill St Maarten
4 king beds
4 king beds
Apr 1 – 6
Apr 1 – 6
$1,200
night
$1,200 per night
4.98 out of 5 average rating, 40 reviews
4.98 (40)
1
2
3
4
…
15