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Simpson Bay(38)

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Affordable Luxury~On Simpson Bay~Direct Beach & Pool Access
    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
$175 - $225
per night

Affordable Luxury~On Simpson Bay~Direct Beach & Pool Access

Book it Now!
5 - 7 night Minimum Stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  1. St Maarten / Saint Martin >
  2. Simpson Bay Condo
#168611
    (31)
    Simpson Bay Oceanfront w/ pool ~Private 2nd Fl ~Rent as 1 or 2 BR
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    $195 - $275
    per night

    Simpson Bay Oceanfront w/ pool ~Private 2nd Fl ~Rent as 1 or 2 BR

    Book it Now!
    5 - 7 night Minimum Stay
    • 2 BR,
    • 2 BA,
    • Sleeps 4
    1. St Maarten / Saint Martin >
    2. Simpson Bay Condo
    #329357
      (39)
      Paradise Found, Luxurious 1 or 2 BR Beachfront Condo at Las Arenas
        2 Bedrooms,
      • 1 Bathroom, 
      • 2 Half Baths
        • , Sleeps 4
      $2,100
      per week

      Paradise Found, Luxurious 1 or 2 BR Beachfront Condo at Las Arenas

      7 night Minimum Stay
      • 2 BR,
      • 1 BA,
      • 2 HF BA,
      • Sleeps 4
      1. St Maarten / Saint Martin >
      2. Simpson Bay Condo
      #976378
        (12)
        Luxury Beachfront Penthouse Ideal For Couple's Romantic Getaway
          1 Bedrooms,
        • 1 Bathroom, 
        • 1 Half Bath
          • , Sleeps 2
        $350 - $500
        per night

        Luxury Beachfront Penthouse Ideal For Couple's Romantic Getaway

        5 - 10 night Minimum Stay
        • 1 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 2
        1. St Maarten / Saint Martin >
        2. Simpson Bay Condo
        #446423vb
          (6)
          Bella Mare! Beach Front, Ground Floor & Luxurious
            2 Bedrooms,
          • 2 Bathrooms
            • , Sleeps 5

          Bella Mare! Beach Front, Ground Floor & Luxurious

          • 2 BR,
          • 2 BA,
          • Sleeps 5
          1. St Maarten / Saint Martin >
          2. Simpson Bay Villa
          #87855vb
            (42)
            Luxury Beachfront Two Bedroom Caribbean Condo in 5-Star Resort
              2 Bedrooms, Sleeps 6
            $200
            per night

            Luxury Beachfront Two Bedroom Caribbean Condo in 5-Star Resort

            Book it Now!
            4 - 7 night Minimum Stay
            • 2 BR,
            • Sleeps 6
            1. St Maarten / Saint Martin >
            2. Simpson Bay Condo
            #80463vb
              (16)
              Casa Carib, Luxury 2 Bedroom / 2 Bath on Simpson Bay Beach
                2 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 4

              Casa Carib, Luxury 2 Bedroom / 2 Bath on Simpson Bay Beach

              • 2 BR,
              • 2 BA,
              • Sleeps 4
              1. St Maarten / Saint Martin >
              2. Simpson Bay Villa
              #233071
                (7)
                Beachfront Bliss-2-bedroom condo on beautiful Simpson Bay
                  2 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 4

                Beachfront Bliss-2-bedroom condo on beautiful Simpson Bay

                • 2 BR,
                • 2 BA,
                • Sleeps 4
                1. St Maarten / Saint Martin >
                2. Simpson Bay Condo
                #184582
                  (5)
                  Beach Heaven at La Siesta-for the Vacation of Your Dreams!
                    2 Bedrooms, Sleeps 4

                  Beach Heaven at La Siesta-for the Vacation of Your Dreams!

                  • 2 BR,
                  • Sleeps 4
                  1. St Maarten / Saint Martin >
                  2. Simpson Bay Condo
                  #177475
                    Luxurious Beachfront 2 BR/ 2 Bath Caribbean Condo in 5-Star Resort
                      2 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 4
                    $1,365 - $2,100
                    per week

                    Luxurious Beachfront 2 BR/ 2 Bath Caribbean Condo in 5-Star Resort

                    7 night Minimum Stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 4
                    1. St Maarten / Saint Martin >
                    2. Simpson Bay Condo
                    #253570
                      (9)
                      New Luxury Condo ** Fine Furnishings
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 4

                      New Luxury Condo ** Fine Furnishings

                      • 2 BR,
                      • 2 BA,
                      • Sleeps 4
                      1. St Maarten / Saint Martin >
                      2. Simpson Bay Condo
                      #385284
                        (22)
                        Number 1 Rented Oceanfront Home on Sxm-Private-on the Water-Luxury
                          4 Bedrooms,
                        • 5 Bathrooms
                          • , Sleeps 12
                        $1,995 - $2,395
                        per week

                        Number 1 Rented Oceanfront Home on Sxm-Private-on the Water-Luxury

                        5 - 7 night Minimum Stay
                        • 4 BR,
                        • 5 BA,
                        • Sleeps 12
                        1. St Maarten / Saint Martin >
                        2. Simpson Bay House
                        #989951
                          (38)
                          A spectacular well appointed ground floor unit with breathtaking views
                            2 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 4
                          $1,820 - $2,625
                          per week

                          A spectacular well appointed ground floor unit with breathtaking views

                          7 night Minimum Stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 4
                          1. St Maarten / Saint Martin >
                          2. Simpson Bay Condo
                          #146715
                            (10)
                            Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort
                              2 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 4
                            $175 - $300
                            per night

                            Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort

                            5 - 7 night Minimum Stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
                            1. St Maarten / Saint Martin >
                            2. Simpson Bay Condo
                            #232586
                              (5)
                              Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort
                                2 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 4
                              $150 - $300
                              per night

                              Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort

                              5 - 7 night Minimum Stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                              1. St Maarten / Saint Martin >
                              2. Simpson Bay Condo
                              #378968
                                (3)
                                Luxurious Villa Vittoria ~ Private Beach. *Discounted rates available for summer
                                  6 Bedrooms,
                                • 5 Bathrooms
                                  • , Sleeps 12
                                $7,800
                                per week

                                Luxurious Villa Vittoria ~ Private Beach. *Discounted rates available for summer

                                7 night Minimum Stay
                                • 6 BR,
                                • 5 BA,
                                • Sleeps 12
                                1. St Maarten / Saint Martin >
                                2. Simpson Bay Villa
                                #443987vb
                                  1 Review
                                  Beach on a Budget
                                    1 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 4
                                  $169
                                  per night

                                  Beach on a Budget

                                  2 night Minimum Stay
                                  • 1 BR,
                                  • 1 BA,
                                  • Sleeps 4
                                  1. St Maarten / Saint Martin >
                                  2. Simpson Bay Apartment
                                  #3172538
                                    Charming studio for 2 in the heart of Simpson Bay
                                      1 Bedrooms,
                                    • 1 Bathroom
                                      • , Sleeps 2
                                    $600 - $850
                                    per week

                                    Charming studio for 2 in the heart of Simpson Bay

                                    5 - 7 night Minimum Stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 2
                                    1. St Maarten / Saint Martin >
                                    2. Simpson Bay Studio
                                    #3497731
                                      Simpson Bay Yacht Club Condo
                                        2 Bedrooms,
                                      • 1 Bathroom, 
                                      • 1 Half Bath
                                        • , Sleeps 6

                                      Simpson Bay Yacht Club Condo

                                      • 2 BR,
                                      • 1 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                      1. St Maarten / Saint Martin >
                                      2. Simpson Bay Condo
                                      #158182
                                        (3)
                                        Elegant Beachfront Villa
                                          2 Bedrooms,
                                        • 2 Bathrooms, 
                                        • 1 Half Bath
                                          • , Sleeps 4

                                        Elegant Beachfront Villa

                                        • 2 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 4
                                        1. St Maarten / Saint Martin >
                                        2. Simpson Bay Villa
                                        #3466799
                                          1 Review
                                          Luxury Condo has private deck area with spectacular Yacht views
                                            1 Bedrooms,
                                          • 1 Bathroom
                                            • , Sleeps 4

                                          Luxury Condo has private deck area with spectacular Yacht views

                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 4
                                          1. St Maarten / Saint Martin >
                                          2. Simpson Bay Condo
                                          #357573
                                            Beachfront Condo with Pool 1 Bdrm 1 1/2 Baths
                                              1 Bedrooms,
                                            • 1 Bathroom, 
                                            • 1 Half Bath
                                              • , Sleeps 2

                                            Beachfront Condo with Pool 1 Bdrm 1 1/2 Baths

                                            • 1 BR,
                                            • 1 BA,
                                            • 1 HF BA,
                                            • Sleeps 2
                                            1. St Maarten / Saint Martin >
                                            2. Simpson Bay Condo
                                            #3021045
                                              2 Reviews
                                              Beautiful St. Maarten Condo
                                                2 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 6

                                              Beautiful St. Maarten Condo

                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              1. St Maarten / Saint Martin >
                                              2. Simpson Bay Condo
                                              #175310
                                                1 Review
                                                15 More choices from HomeAway International Websites
                                                Beachfront & More....for Less
                                                  1 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 4
                                                $169 - $209
                                                per night

                                                Beachfront & More....for Less

                                                5 - 7 night Minimum Stay
                                                • 1 BR,
                                                • 1 BA,
                                                • Sleeps 4
                                                1. St Maarten / Saint Martin >
                                                2. Simpson Bay Condo
                                                #143206vb
                                                  1 Review
                                                  Sea View @ La Siesta, St. Maarten, N.a.
                                                    2 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 4

                                                  Sea View @ La Siesta, St. Maarten, N.a.

                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                  1. St Maarten / Saint Martin >
                                                  2. Simpson Bay Condo
                                                  #339989vb
                                                    (5)
                                                    One of the great estates on the island
                                                      Studio, Sleeps 10
                                                    $700
                                                    per night

                                                    One of the great estates on the island

                                                    3 night Minimum Stay
                                                    • Studio,
                                                    • Sleeps 10
                                                    1. St Maarten / Saint Martin >
                                                    2. Simpson Bay Villa
                                                    #448040vb
                                                      1 Review
                                                      Villa on Simpson Bay, St Maarten / Saint Martin
                                                        3 Bedrooms,
                                                      • 3 Bathrooms, 
                                                      • 4 Half Baths
                                                        • , Sleeps 8
                                                      $2,573
                                                      per week

                                                      Villa on Simpson Bay, St Maarten / Saint Martin

                                                      7 night Minimum Stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • 4 HF BA,
                                                      • Sleeps 8
                                                      1. St Maarten / Saint Martin >
                                                      2. Simpson Bay Villa
                                                      #591465a
                                                        Apartment on Simpson Bay, St Maarten / Saint Martin
                                                          1 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 4
                                                        $109 - $129
                                                        per night

                                                        Apartment on Simpson Bay, St Maarten / Saint Martin

                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                        1. St Maarten / Saint Martin >
                                                        2. Simpson Bay Apartment
                                                        #884135a
                                                          Fantastic View Beach Front Condo. Caribbean Sun
                                                            2 Bedrooms,
                                                          • 2 Bathrooms, 
                                                          • 1 Half Bath
                                                            • , Sleeps 4

                                                          Fantastic View Beach Front Condo. Caribbean Sun

                                                          • 2 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 4
                                                          1. St Maarten / Saint Martin >
                                                          2. Simpson Bay Condo
                                                          #88462vb
                                                            5 Reviews
                                                            Waterfront Villa with Pool/Deck. Special $100 Pp/Per Night.
                                                              4 Bedrooms, Sleeps 10

                                                            Waterfront Villa with Pool/Deck. Special $100 Pp/Per Night.

                                                            • 4 BR,
                                                            • Sleeps 10
                                                            1. St Maarten / Saint Martin >
                                                            2. Simpson Bay Villa
                                                            #235470vb
                                                              (7)
                                                              • 1 - 30 of 38
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