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Vacation Rentals 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
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All 136 Rentals in Simpson Bay
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From
$229
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
21 photos Details
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From
$1,980
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (3) Make Inquiry
From
$3,500
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
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Also consider
Beachfront Penthouse in Simpson Bay, St. Maarten
3 Bedrooms, sleeps 6
$495 - $649 / night
Luxury Villa to Revive the Soul — Villa Tara
5 Bedrooms, sleeps 10
$657 / night
1 Bedroom Luxury Apartment Simpson Bay
1 Bedroom, sleeps 4
$199 / night
Modern condo best area of Pelican
1 Bedroom, sleeps 2
$146 / night
From
$272
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (1) Make Inquiry
From
$350
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
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From
$250
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (7) Make Inquiry
From
$350
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
From
$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
4 photos Details
Reviews (1) Make Inquiry
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From
$1,029
Per Night
7 Bedrooms, 9 Bathrooms, Sleeps 14
19 photos Details
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From
$114
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
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From
$1,500
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (2) Make Inquiry
From
$214
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
17 photos Details
Reviews (4) Make Inquiry
From
$2,100
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 4
18 photos Details
Reviews (4) Make Inquiry
From
$280
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (1) Make Inquiry
From
$80
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
21 photos Details
Reviews (13) Make Inquiry
From
$400
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
33 photos Details
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From
$643
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
43 photos Details
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From
$310
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
11 photos Details
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From
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
27 photos Details
Reviews (2) Make Inquiry
From
$1,470
Per Week
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
Reviews (11) Make Inquiry
From
$180
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (19) Make Inquiry
From
$66
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
18 photos Details
Reviews (1) Make Inquiry
From
$1,500
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 2
24 photos Details
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From
$528
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 9
21 photos Details
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From
$235
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
12 photos Details
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From
$300
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
65 photos Details
Reviews (5) Make Inquiry
From
$2,205
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 2
31 photos Details
Reviews (1) 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, 1 Bathroom, Sleeps 2
23 photos Details
Reviews (1) Make Inquiry
From
$193
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (9) Make Inquiry
From
$4,500
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
31 photos Details
Reviews (1) Make Inquiry
From
$199
Per Night
Studio, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (4) Make Inquiry
From
$2,180
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
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From
$1,415
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 12
28 photos Details
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From
$1,600
Per Week
1 Bedroom, 1 Bathroom, Sleeps 2
18 photos Details
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From
$330
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
9 photos Details
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From
$135
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
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From
$275
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
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From
$160
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
9 photos Details
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Book Online(38)

Suitability

  • Wheelchair access (42)
  • Elder access (56)
  • Suitable for children (81)
  • Pet friendly (9)
  • Smoking allowed (5)

Amenities

  • Other outdoor space (102)
  • Air Conditioning (98)
  • Washer/Dryer (94)
  • Wi-Fi (89)
  • All pools (87)
  • View all amenities
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Book Online(38)

Suitability

  • Wheelchair access (42)
  • Elder access (56)
  • Suitable for children (81)
  • Pet friendly (9)
  • Smoking allowed (5)

Amenities

  • Other outdoor space (102)
  • Air Conditioning (98)
  • Washer/Dryer (94)
  • Wi-Fi (89)
  • All pools (87)
  • View all amenities