We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Villas and resorts in St Maarten-St Martin/Simpson Bay

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 141 Rentals in Simpson Bay
loading...
Sort by
From
$1,980
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (3) Make Inquiry
From
$229
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
21 photos Details
Reviews (1) Make Inquiry
From
$350
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Reviews (2) Make Inquiry
Also consider
Luxury Simpson Bay Yatch Club 3 Bedroom Condo
3 Bedrooms, sleeps 5
$389 / night
Onyx Beachview Condos
2 Bedrooms, sleeps 6
$129 - $295 / night
2 BR Condo on Private Beach in St Martin
2 Bedrooms, sleeps 6
$229 / night
St. Martin Villa 184 Located Directly On Beautiful Simpson Bay Beach!
2 Bedrooms, sleeps 4
$500 - $928 / night
From
$157
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (1) Make Inquiry
From
$1,500
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 2
24 photos Details
Reviews (1) Make Inquiry
From
$109
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (20) Make Inquiry
From
$795
Per Week
1 Bedroom, 1 Bathroom, Sleeps 4
2 photos Details
Reviews (1) Make Inquiry
From
$643
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
43 photos Details
Reviews (3) Make Inquiry
Get the List
From
$1,029
Per Night
7 Bedrooms, 9 Bathrooms, Sleeps 14
19 photos Details
Reviews (2) Make Inquiry
From
$2,100
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 4
18 photos Details
Reviews (4) Make Inquiry
From
$125
Per Night
Studio, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (1) Make Inquiry
From
$80
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
18 photos Details
Reviews (1) Make Inquiry
From
$171
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (2) Make Inquiry
From
$250
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (7) Make Inquiry
From
$1,470
Per Week
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
Reviews (12) Make Inquiry
From
$250
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
17 photos Details
Reviews (4) Make Inquiry
From
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
27 photos Details
Reviews (2) Make Inquiry
From
$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
4 photos Details
Reviews (1) Make Inquiry
From
$199
Per Night
Studio, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (4) Make Inquiry
From
$300
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
65 photos Details
Reviews (5) Make Inquiry
From
$400
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
33 photos Details
Reviews (5) Make Inquiry
From
$80
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
21 photos Details
Reviews (13) Make Inquiry
From
$4,865
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 10
25 photos Details
Reviews (1) Make Inquiry
From
$528
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 9
21 photos Details
Reviews (1) Make Inquiry
From
$114
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (4) Make Inquiry
From
$2,180
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
From
$214
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (1) Make Inquiry
From
$280
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (1) Make Inquiry
From
$4,500
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
31 photos Details
Reviews (1) Make Inquiry
From
$3,500
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (1) Make Inquiry
From
$315
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
23 photos Details
Reviews (1) Make Inquiry
From
$310
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
11 photos Details
Reviews (1) Make Inquiry
From
$235
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
12 photos Details
Reviews (2) Make Inquiry
From
$2,205
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 2
31 photos Details
Reviews (2) Make Inquiry
From
$195
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (9) Make Inquiry
From
$780
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
15 photos Details
Reviews (3) Make Inquiry
From
$315
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
14 photos Details
Make Inquiry
From
$214
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Make Inquiry
From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
10 photos Details
Make Inquiry
From
$160
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
9 photos Details
Make Inquiry
Go to map view
Book Online(37)
Use filters to find the best results!

Suitability

  • Wheelchair access (47)
  • Elder access (57)
  • Suitable for children (86)
  • Pet friendly (6)
  • Smoking allowed (3)

Amenities

  • Internet (120)
  • Other outdoor space (100)
  • Washer/Dryer (92)
  • Air Conditioning (90)
  • Grill (86)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities

More Romance destinations:

More Beach destinations:

More Caribbean & Mexico destinations:

Filter search results by:
Book Online(37)

Suitability

  • Wheelchair access (47)
  • Elder access (57)
  • Suitable for children (86)
  • Pet friendly (6)
  • Smoking allowed (3)

Amenities

  • Internet (120)
  • Other outdoor space (100)
  • Washer/Dryer (92)
  • Air Conditioning (90)
  • Grill (86)
  • View all amenities